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PROPARGYL ALCOHOL (PROPARGİL ALKOL)

PROPARGYL ALCOHOL (PROPARGİL ALKOL)
Cas No: 107-19-7
EC No: 203-471-2
PROPARGYL ALCOHOL (PROPARGİL ALKOL) SYNONYMS: METATAGS:prop-2-yn-1-ol; PROPARGYL ALCOHOL; 2-Propyn-1-ol; Prop-2-yn-1-ol; 107-19-7; Ethynylcarbinol; 1-Propyn-3-ol; 2-Propynyl alcohol; Ethynyl carbinol; Methanol, ethynyl-; Propynyl alcohol; 2-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; 3-Propynol
Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; EINECS 203-471-2
NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; TVDSBUOJIPERQY-UHFFFAOYSA-N; Propargyl alcohol [NA1986] [Flammable liquid]; Q-201629; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; AC1L1PPR; DSSTox_CID_1883; bmse000363; HC.$.CCH2OH; DSSTox_RID_76383, WLN: Q2UU1; DSSTox_GSID_21883; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; prop-2-yne-1-ol; 1-Propyn-3-yl alcohol; 2-propyne-1-ol; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; PROPARGİL ALKOL; propargil alkol; propargyl alkol; propargil alcohol; asetilen karbinol; acetiilen karbinol; asetilen carbinol, PROPARGYL ALCOHOL; PROPARGİL ALKOL, progargil akol, proparil alkol, propargylalcohol, alkohol, propargilalkol, propargilalkohol, Prop-2-yn-1-ol; 2-Propyn-1-ol; 107-19-7; Ethynylcarbinol; karbinol, karbino; etinilkarbinol, etinil karbinol, matatak, 2-propinil alkol, 1-Propyn-3-ol, 2-Propynyl alcohol, Ethynyl carbinol, Methanol, ethynyl-, asetilen karbinol; Propynyl alcohol, 2-Propynol, 2-propinol, 3-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; propargylalcohol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; Propargyl alcohol, 99%; EINECS 203-471-2; NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; E920VF499L; Propargyl alcohol [NA1986] [Flammable liquid]; ethynylmethanol; prop-2-ynol; propyn-3-ol; propargyl alcohol [NA1986] [Flammable liquid]; 151058-EP2274983A1; propinol; propargyl alcohol pure; propargil alkol saf.
Propargyl alcohol is a clear colorless liquid with a geranium-like odor. Flash point 97°F. Vapors are heavier than air. Used to make other chemicals, as a corrosion inhibitor and a soil fumigant.
Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O. It is the simplest stable alcohol containing an alkyne functional group. Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
Reactions and applications
Propargyl alcohol polymerizes with heating or treatment with base. It is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an electroplating brightener additive. It is also used as an intermediate in organic synthesis. Secondary and tertiary substituted propargylic alcohols undergo catalyzed rearrangement reactions to form α,β-unsaturated carbonyl compounds via the Meyer-Schuster rearrangement and others. It can be oxidized to propynal or propargylic acid.
Propargyl alcohol is a solvent stabilizer that is useful as an intermediate in organic synthesis, an electroplating brightener additive. It is useful 3-carbon fragment in acetylene coupling reactions, It undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers.
When phosphorus pentaoxide is added to PROPARGYL ALCOHOL, caused ignition. Acetyl bromide reacts violently with alcohols or water. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid; . Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites.
Industry Uses
Corrosion inhibitors and anti-scaling agents
Intermediates
Consumer Uses
Water Treatment Products
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity: 0.96300 @ 25.00 °C.
Boiling Point: 113.60 °C. @ 760.00 mm Hg
Vapor Pressure: 10.556000 mmHg @ 25.00 °C. (est)
Flash Point: 97.00 °F. TCC ( 36.11 °C. )
Chemical Properties
clear colourless to slightly yellow liquid
Chemical Properties
Propargyl alcohol is a colorless liquid with a geranium-like odor.
Uses
It is used in metal plating and pickling and asa corrosion inhibitor of mild steel in mineral acids. It also finds application in preventingthe hydrogen embrittling of mild steel inacids. It is used as an intermediate for makingmiticide and sulfadiazine..
Uses
Chemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.
Propargyl alcohol is toxic after single oral doses, dermal applications and inhalation exposures. The most frequent symptoms are apathy, shortness of breath, irritation of the mucous membranes and bleeding in the internal organs and brain. Propargyl alcohol has irritative to caustic effects on the skin, depending on the concentration of the substance. In the eye, the undiluted substance is caustic. After repeated inhalation exposure or oral administration of the substance, the target organs were found to be the liver and kidneys and also the blood. The toxic effects were increased relative kidney weights without a histopathological correlate, increased leukocyte counts, increased alanine aminotransferase activity, increased relative liver weights and histopathological liver changes. Inhalation exposure of the rat for 90 days yielded a NOAEL (no observed adverse effect level) of 11.8 mg/m3 , oral administration of the substance a NOAEL of 5 mg/kg body weight. In vitro, propargyl alcohol was not found to be mutagenic but clastogenic. In the mouse, the micronucleus test yielded negative results after oral administration of the substance. There are no data available for the mechanism of action of propargyl alcohol.
Definition
ChEBI: A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position
Production Methods
Propargyl alcohol is the major commercially available acetylenic primary alcohol. Propargyl alcohol is a byproduct of butynediol production. In the usual high-pressure butynediol process, about 5% of the product is propargyl alcohol. Some processes give higher proportions of propargyl alcohol.
General Description
A dark liquid with a "fishlike" odor. Less dense than water. Flash point 90°F. Boiling point is 239°F. Corrosive and contact may severely irritate skin, eyes, and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Air & Water Reactions
Highly flammable. Soluble in water.
Reactivity Profile
PROPARGYL ALCOHOL, FATTY ACID DERIVED AMINES is an aminoalcohol mixture. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. When phosphorus pentaoxide is added to PROPARGYL ALCOHOL caused ignition. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73 1967; J, Org. Chem. 28:1893 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
Hazard
Flammable, moderate fire risk. Toxic by ingestion, inhalation, and skin absorption. Eye irri- tant, liver and kidney damage.
Toxicokinetics and Metabolism Propargyl alcohol is probably metabolized to propargyl aldehyde. This oxidation has been demonstrated in vitro in experiments with catalase obtained from bovine liver. In vitro experiments with phenobarbital-induced rat liver microsomes yielded evidence of low levels of binding of propargyl alcohol to cytochrome P450 (BG Chemie 1999). 3 Effects in Man There are no data for the effects in man of exposure to propargyl alcohol. 262 Propargyl alcohol Volume 21 Propargyl alcohol 4 Animal Experiments and in vitro Studies 4.1 Acute toxicity Propargyl alcohol was found to be toxic after oral administration, dermal application and inhalation exposure in experiments with various animal species . The oral LD50 for the rat is 35-110 mg/kg body weight and for the mouse 50 mg/kg body weight. The dermal LD50 for the rabbit is 16-190 mg/kg body weight. The 2-hour LC50 for the rat is 2000 mg/m3 . The most frequent symptoms in the rat and mouse after inhalation exposure, oral administration and dermal application were apathy, shortness of breath, prostration, irritation of the mucous membranes, hyperaemia and bleeding in the internal organs and brain. 4.2 Subacute, subchronic and chronic toxicity The results of toxicity studies with repeated exposure are summarized in Table 1. 4.2.1 Inhalation In a medium-term inhalation study with rats exposed to concentrations of 0, 1, 5 or 25 ml/m3 (corresponding to analytical concentrations of 0, 2.35, 11.8 or 58.75 mg/m3 ) for 90 days, at the highest concentration of 25 ml/m3 increased relative liver and kidney weights were observed, but there was no histopathological correlate (BASF AG 1992). In this study the NOAEL was 5 ml/m3 (11.8 mg/m3 ). Another 90-day inhalation study with rats revealed increased leukocyte counts, increased alanine aminotransferase activity, increased relative liver weights and histopathological liver changes after exposure of the animals to concentrations of 80 ml/m3 (corresponding to about 188 mg/m3 ) (DOW 1964). Groups of 10 Swiss mice (20-25 g) were exposed to concentrations of 88 ml/m3 (RD50, i.e. the concentration which reduces the respiration rate by 50 %; corresponding to about 206.8 mg/m3 ) or 25.3 ml/m3 (1/3 RD50; corresponding to about 59.5 mg/m3 ) for 6 hours a day, on 4, 9 or 14 days. The respiratory and olfactory epithelia of the nasal cavity, and the trachea and lungs were subsequently examined histopathologically. Changes were found in both the respiratory and olfactory epithelium of the nose, but not in the trachea or lungs (no further details). The histopathological results showed that the severity of the effects in the nasal region varied with the exposure duration, but not with the concentration
Health Hazard
May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Health Hazard
2-Propyn-1-ol is a moderately toxic substancecausing depression of the Central nervoussystem and irritation of the eyes and skin.
LD50 value, oral (rats): 70 mg/kg
LD50 value, oral (guinea pigs): 60 mg/kg.
Fire Hazard
Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O. It is the simplest stable alcohol containing an alkyne functional group.[3] Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
Safety Profile
Poison by ingestion, skin contact, and subcutaneous routes. Moderately toxic by inhalation. A central nervous system depressant. A skin and mucous membrane irritant. Mutation data reported. Flammable liquid and dangerous fire hazard when exposed to heat or flame; can ignite. To fight fire, use foam, CO2, dry chemical. Potentially explosive reactions with alkalies (when dried), sulfuric acid. Ignites on contact with phosphorus pentaoxide. Violent reaction with mercury(Ⅱ) sulfate + sulfuric acid + water (at 70°C). Incompatible with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. Used as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate. See also ACETYLENE COMPOUNDS.
Reactions and applications
Propargyl alcohol polymerizes with heating or treatment with base. It is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an electroplating brightener additive. It is also used as an intermediate in organic synthesis. Secondary and tertiary substituted propargylic alcohols undergo catalyzed rearrangement reactions to form α,β-unsaturated carbonyl compounds via the Meyer-Schuster rearrangement and others. It can be oxidized to propynal[4] or propargylic acid.
Preparation
Propargyl alcohol is produced by the copper-catalysed addition of formaldehyde to acetylene as a by-product of the industrial synthesis of but-2-yne-1,4-diol.[5] It can also be prepared by dehydrochlorination of 3-chloro-2-propen-1-ol by NaOH.[6]
Safety
Propargyl alcohol is a flammable liquid, toxic by inhalation, highly toxic by ingestion, toxic by skin absorption, and corrosive.
Potential Exposure
Propargyl alcohol is used as a corrosion inhibitor, soil fumigant; solvent, stabilizer, and chemical intermediate.
storage
2-Propyn-1-ol is stored in stainless steellined, glass-lined, or phenolic-lined tanks ordrums. Unlined steel containers may be usedif free of rust. Aluminum, rubber, and epoxymaterials should not be used. Use protectivewear when handling. Wash thoroug.
Ingestion In rats given oral propargyl alcohol doses of 0, 5, 15 or 50 mg/kg body weight daily for 90 days, doses of 15 mg/kg body weight or more caused changes in haematological parameters (in the form of anaemia), increased relative liver weights, and histopathological changes in the liver (megalocytosis) and kidneys (karyomegaly in the tubule epithelia); at 50 mg/kg body weight, in addition increased relative kidney weights (male animals) and changes in clinico-chemical parameters were observed. In this study the LOAEL (lowest observed adverse effect level) was 5 mg/kg body weight (TRL 1988). Similar effects were found after rats were given oral doses of the substance for 28 days (see Table 1). 4.2.3 Dermal absorption Epicutaneous application of propargyl alcohol to the intact or scarified skin of rabbits for 91 days did not produce treatment-related effects up to the highest tested dose of 20 mg/kg body weight and day (IBL 1965). 4.3 Local effects on skin and mucous membranes Undiluted propargyl alcohol instilled into the conjunctival sac of the rabbit eye caused pain and erythema, oedema and clouding of the cornea. The effects were still marked 8 days after the application. A 10 % aqueous solution produced mild pain reactions and only transient irritation. A 1 % solution did not have any effects (BG Chemie 1999). Undiluted propargyl alcohol applied to rabbit skin (dorsal) caused oedema, hyperaemia and necrosis. 8 days after the application, marked necrosis and anaemia were evident. A 10 % solution caused slight hyperaemia and oedema, a 1 % solution did not have any effects.
Shipping
UN1986 Alcohols, flammable, toxic, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 6.1- Poisonous materials, Technical Name Required. UN2929 Toxic liquids, flammable, organic, n.o.s., Hazard class: 6.1;
Purification Methods
The commercial material contains a stabiliser. An aqueous solution of propargyl alcohol can be concentrated by azeotropic distillation with butanol or butyl acetate. Dry it with K2CO3 and distil it under reduced pressure, in the presence of about 1% succinic acid, through a glass helices-packed column. [Beilstein 1 IV 2214.]
Incompatibilities
Vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, perox- ides, permanganates, perchlorates, chlorine, bromine, fluo- rine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, phosphorus pentoxide. May polymerize under the influence of heat, oxidizers, peroxides, light. Attacks many plastics.
Waste Disposal
Wear protective eye protec- tion, gloves and clothing to prevent any reasonable proba- bility of skin or eye contact. Safety equipment suppliers/ manufacturers can provide recommendations on the most protective glove/clothing material for your operation. All protective clothing (suits, gloves, footwear, headgear) should be clean, available each day, and put on before work. Contact lenses should not be worn when working with this chemical. Wear splash-proof chemical goggles and face shield when working with liquid full facepiece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash.
Chemical Properties
clear colourless to slightly yellow liquid
Chemical Properties
Propargyl alcohol is a colorless liquid with a geranium-like odor.
Uses
It is used in metal plating and pickling and asa corrosion inhibitor of mild steel in mineral acids. It also finds application in preventingthe hydrogen embrittling of mild steel inacids. It is used as an intermediate for makingmiticide and sulfadiazine..
Uses
Chemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.
Definition
ChEBI: A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position 1.
Production Methods
Propargyl alcohol is the major commercially available acetylenic primary alcohol. Propargyl alcohol is a byproduct of butynediol production. In the usual high-pressure butynediol process, about 5% of the product is propargyl alcohol. Some processes give higher proportions of propargyl alcohol.
General Description
A dark liquid with a "fishlike" odor. Less dense than water. Flash point 90°F. Boiling point is 239°F. Corrosive and contact may severely irritate skin, eyes, and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Air & Water Reactions
Highly flammable. Soluble in water.
Reactivity Profile
PROPARGYL ALCOHOL, FATTY ACID DERIVED AMINES is an aminoalcohol mixture. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. When phosphorus pentaoxide is added to PROPARGYL ALCOHOL caused ignition. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73 1967; J, Org. Chem. 28:1893 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
Hazard
Flammable, moderate fire risk. Toxic by ingestion, inhalation, and skin absorption. Eye irri- tant, liver and kidney damage.
Health Hazard
May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Health Hazard
2-Propyn-1-ol is a moderately toxic substancecausing depression of the Central nervoussystem and irritation of the eyes and skin.
LD50 value, oral (rats): 70 mg/kg
LD50 value, oral (guinea pigs): 60 mg/kg.
Fire Hazard
Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Profile
Poison by ingestion, skin contact, and subcutaneous routes. Moderately toxic by inhalation. A central nervous system depressant. A skin and mucous membrane irritant. Mutation data reported. Flammable liquid and dangerous fire hazard when exposed to heat or flame; can ignite. To fight fire, use foam, CO2, dry chemical. Potentially explosive reactions with alkalies (when dried), sulfuric acid. Ignites on contact with phosphorus pentaoxide. Violent reaction with mercury(Ⅱ) sulfate + sulfuric acid + water (at 70°C). Incompatible with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. Used as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate. See also ACETYLENE COMPOUNDS.
Potential Exposure
Propargyl alcohol is used as a corrosion inhibitor, soil fumigant; solvent, stabilizer, and chemical intermediate.
storage
2-Propyn-1-ol is stored in stainless steellined, glass-lined, or phenolic-lined tanks ordrums. Unlined steel containers may be usedif free of rust. Aluminum, rubber, and epoxymaterials should not be used. Use protectivewear when handling. Wash thoroug.
Shipping
UN1986 Alcohols, flammable, toxic, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 6.1- Poisonous materials, Technical Name Required. UN2929 Toxic liquids, flammable, organic, n.o.s., Hazard class: 6.1;
Purification Methods
The commercial material contains a stabiliser. An aqueous solution of propargyl alcohol can be concentrated by azeotropic distillation with butanol or butyl acetate. Dry it with K2CO3 and distil it under reduced pressure, in the presence of about 1% succinic acid, through a glass helices-packed column. [Beilstein 1 IV 2214.]
Alcohols have a long history of myriad uses. For simple mono-alcohols, which is the focus on this article, the following are most important industrial alcohols:
methanol, mainly for the production of formaldehyde and as a fuel additive
ethanol, mainly for alcoholic beverages, fuel additive, solvent
1-propanol, 1-butanol, and isobutyl alcohol for use as a solvent and precursor to solvents
C6-C11 alcohols used for plasticizers, e.g. in polyvinylchloride
fatty alcohol (C12-C18), precursors to detergents
Methanol is the most common industrial alcohol, with about 12 million tons/y produced in 1980. The combined capacity of the other alcohols is about the same, distributed roughly equally.
Incompatibilities
Vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, perox- ides, permanganates, perchlorates, chlorine, bromine, fluo- rine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, phosphorus pentoxide. May polymerize under the influence of heat, oxidizers, peroxides, light. Attacks many plastics.
Waste Disposal
Wear protective eye protec- tion, gloves and clothing to prevent any reasonable proba- bility of skin or eye contact. Safety equipment suppliers/ manufacturers can provide recommendations on the most protective glove/clothing material for your operation. All protective clothing (suits, gloves, footwear, headgear) should be clean, available each day, and put on before work. Contact lenses should not be worn when working with this chemical. Wear splash-proof chemical goggles and face shield when working with liquid full facepiece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash.
PROPARGYL ALCOHOL (PROPARGİL ALKOL) eş anlamlıları: METATAGS:prop-2-yn-1-ol; PROPARGYL ALCOHOL; 2-Propyn-1-ol; Prop-2-yn-1-ol; 107-19-7; Ethynylcarbinol; 1-Propyn-3-ol; 2-Propynyl alcohol; Ethynyl carbinol; Methanol, ethynyl-; Propynyl alcohol; 2-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; 3-Propynol
Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; EINECS 203-471-2
NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; TVDSBUOJIPERQY-UHFFFAOYSA-N; Propargyl alcohol [NA1986] [Flammable liquid]; Q-201629; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; AC1L1PPR; DSSTox_CID_1883; bmse000363; HC.$.CCH2OH; DSSTox_RID_76383, WLN: Q2UU1; DSSTox_GSID_21883; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; prop-2-yne-1-ol; 1-Propyn-3-yl alcohol; 2-propyne-1-ol; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; PROPARGİL ALKOL; propargil alkol; propargyl alkol; propargil alcohol; asetilen karbinol; acetiilen karbinol; asetilen carbinol, PROPARGYL ALCOHOL; PROPARGİL ALKOL, progargil akol, proparil alkol, propargylalcohol, alkohol, propargilalkol, propargilalkohol, Prop-2-yn-1-ol; 2-Propyn-1-ol; 107-19-7; Ethynylcarbinol; karbinol, karbino; etinilkarbinol, etinil karbinol, matatak, 2-propinil alkol, 1-Propyn-3-ol, 2-Propynyl alcohol, Ethynyl carbinol, Methanol, ethynyl-, asetilen karbinol; Propynyl alcohol, 2-Propynol, 2-propinol, 3-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; propargylalcohol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; Propargyl alcohol, 99%; EINECS 203-471-2; NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; E920VF499L; Propargyl alcohol [NA1986] [Flammable liquid]; ethynylmethanol; prop-2-ynol; propyn-3-ol; propargyl alcohol [NA1986] [Flammable liquid]; 151058-EP2274983A1; propinol; propargyl alcohol pure; propargil alkol saf.

Propargil alkol, siyarnum benzeri bir kokuya sahip berrak renksiz bir sıvıdır. Parlama noktası 97 ° F. Buharlar havadan daha ağırdır. Korozyon önleyici ve toprak fumigant olarak diğer kimyasalları yapmak için kullanılır.
Propargil alkol veya 2-propin-1-ol, C3H4O formülüne sahip organik bir bileşiktir. Bir alkin fonksiyonel grubu içeren en basit ve kararlı alkoldür. Propargil alkol, su ve en polar organik çözücülerle karışabilen, renksiz, yapışkan bir sıvıdır.
PROPARGYL ALCOHOL (PROPARGİL ALKOL) eş anlamlıları: METATAGS:prop-2-yn-1-ol; PROPARGYL ALCOHOL; 2-Propyn-1-ol; Prop-2-yn-1-ol; 107-19-7; Ethynylcarbinol; 1-Propyn-3-ol; 2-Propynyl alcohol; Ethynyl carbinol; Methanol, ethynyl-; Propynyl alcohol; 2-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; 3-Propynol
Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; EINECS 203-471-2
NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; TVDSBUOJIPERQY-UHFFFAOYSA-N; Propargyl alcohol [NA1986] [Flammable liquid]; Q-201629; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; AC1L1PPR; DSSTox_CID_1883; bmse000363; HC.$.CCH2OH; DSSTox_RID_76383, WLN: Q2UU1; DSSTox_GSID_21883; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; prop-2-yne-1-ol; 1-Propyn-3-yl alcohol; 2-propyne-1-ol; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; PROPARGİL ALKOL; propargil alkol; propargyl alkol; propargil alcohol; asetilen karbinol; acetiilen karbinol; asetilen carbinol, PROPARGYL ALCOHOL; PROPARGİL ALKOL, progargil akol, proparil alkol, propargylalcohol, alkohol, propargilalkol, propargilalkohol, Prop-2-yn-1-ol; 2-Propyn-1-ol; 107-19-7; Ethynylcarbinol; karbinol, karbino; etinilkarbinol, etinil karbinol, matatak, 2-propinil alkol, 1-Propyn-3-ol, 2-Propynyl alcohol, Ethynyl carbinol, Methanol, ethynyl-, asetilen karbinol; Propynyl alcohol, 2-Propynol, 2-propinol, 3-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; propargylalcohol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; Propargyl alcohol, 99%; EINECS 203-471-2; NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; E920VF499L; Propargyl alcohol [NA1986] [Flammable liquid]; ethynylmethanol; prop-2-ynol; propyn-3-ol; propargyl alcohol [NA1986] [Flammable liquid]; 151058-EP2274983A1; propinol; propargyl alcohol pure; propargil alkol saf.
Tepkiler ve uygulamalar
Propargil alkol, ısıtma veya baz ile işlemle polimerleşir. Korozyon önleyici, metal kompleks çözeltisi, çözücü stabilizatörü ve elektrolitik parlaklaştırıcı katkı maddesi olarak kullanılır. Ayrıca organik sentezde bir ara madde olarak kullanılır. İkincil ve üçüncül sübstitüe edilmiş propargilik alkoller, Meyer-Schuster yeniden düzenlenmesi ve diğerleri vasıtasıyla α, β-doymamış karbonil bileşiklerini oluşturmak için katalize yeniden düzenleme reaksiyonlarına girerler. Propinal veya propargilik asite okside edilebilir.
Propargil alkol, organik sentezin bir ara maddesi, bir elektrokaplama parlatıcı katkısı olarak yararlı olan bir solvent stabilizatörüdür. Asetilen bağlanma reaksiyonlarında yararlı 3-karbon parçasıdır, ilgili 1-metoksialil eterleri vermek üzere alkollerle Pd-katalizörlü O-kuplajı geçirir.
PROPARGYL ALCOHOL`a fosfor pentaoksit eklendiğinde tutuşmaya neden olur. Asetil bromür, alkoller veya su ile şiddetli tepki verir. Alkollerin konsantre sülfürik asit ve güçlü hidrojen peroksit karışımları patlamalara neden olabilir. Örnek: Dimetilbenzilkarbinol% 90 hidrojen peroksit ilave edildikten sonra konsantre sülfürik asit ile asitleştirilirse patlama meydana gelir. Etil alkol ile konsantre hidrojen peroksit karışımları güçlü patlayıcılar oluşturmaktadır. Hidrojen peroksit ve 1-fenil-2-metil propil alkol karışımları% 70 sülfürik asit ile asitleştirilirse patlayabilir; . Alkil hipokloritler şiddetli derecede patlayıcıdır. Hipoklorlu asit ve alkolleri sulu çözelti veya karışık sulu karbon tetraklorür çözeltileri ile reaksiyona sokarak kolayca elde edilirler. Klor artı alkoller benzer şekilde alkil hipokloritler verirler. Soğukta parçalanırlar ve güneş ışığına veya sıcaklığa maruz kaldıklarında patlarlar. Tersiyer hipokloritler ikincil veya primer hipokloritlerden daha az kararsızdır.
Sanayi Kullanımları
Korozyon önleyiciler ve anti-ölçekleme maddeleri
Ara ürünler
TSCA altındaki EPA Kimyasalları`ndan
Tüketici Kullanımları
Su Arıtma Ürünleri
Propargil alkol ya da 2-propin-1-ol , bir bir organik bileşik ile , formül Cı 3 H 4 O. En basit stabil olan alkol , bir içeren alkin fonksiyonel grup. [3] Propargil alkol, su ve çoğu polar organik çözücüyle karışabilen renksiz viskoz bir sıvıdır.
İletken polimerler, termal, çevresel kararlılık, işlenebilirlik ve katkılandığında yüksek iletkenlik gibi üstün özelliklere sahiptir. Bu üstün özellikleri sayesinde iletken polimerler elektrokromik cihaz, güneş pili, sensör sistemleri gibi kullanım alanlarına sahiptir. Bu işlevsel organik yapılara özellikle molekülünün tasarım aşamasında bazı grupların dâhil edilmesiyle farklı amaçlara hitap etmek ya da elde edilecek ürünün özelliklerini geliştirmek oldukça heyecan verici olmuştur. Bu kapsamda literatürde tiyenil pirol türevi olarak bilinen iletken monomer yapısı azido amit bileşiği ile fonksiyonlaştırılıp, propargil alkol ile bakır katalizörlüğünde klik reaksiyonuna sokulmuştur. Klik reaksiyonu ile siklo katılmaya sahip olan SNS türevi biyomateryal oluşumuna potansiyel olmuştur. Elde edilen kliklenmiş SNS türevi grafit elektrot üzerinde polimerleştirilmiş, aktif enzim tutabilme yapısıyla yüzeyinde glukoz oksidaz enzimini tutuklayabilmiştir. Optimizasyon çalışmalarından sonra bu yeni biyomateryalin glukoz biyosensörü olabilme özelliği incelenmiştir.
PROPARGYL ALCOHOL (PROPARGİL ALKOL) eş anlamlıları: METATAGS:prop-2-yn-1-ol; PROPARGYL ALCOHOL; 2-Propyn-1-ol; Prop-2-yn-1-ol; 107-19-7; Ethynylcarbinol; 1-Propyn-3-ol; 2-Propynyl alcohol; Ethynyl carbinol; Methanol, ethynyl-; Propynyl alcohol; 2-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; 3-Propynol
Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; EINECS 203-471-2
NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; TVDSBUOJIPERQY-UHFFFAOYSA-N; Propargyl alcohol [NA1986] [Flammable liquid]; Q-201629; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; AC1L1PPR; DSSTox_CID_1883; bmse000363; HC.$.CCH2OH; DSSTox_RID_76383, WLN: Q2UU1; DSSTox_GSID_21883; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; prop-2-yne-1-ol; 1-Propyn-3-yl alcohol; 2-propyne-1-ol; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; PROPARGİL ALKOL; propargil alkol; propargyl alkol; propargil alcohol; asetilen karbinol; acetiilen karbinol; asetilen carbinol, PROPARGYL ALCOHOL; PROPARGİL ALKOL, progargil akol, proparil alkol, propargylalcohol, alkohol, propargilalkol, propargilalkohol, Prop-2-yn-1-ol; 2-Propyn-1-ol; 107-19-7; Ethynylcarbinol; karbinol, karbino; etinilkarbinol, etinil karbinol, matatak, 2-propinil alkol, 1-Propyn-3-ol, 2-Propynyl alcohol, Ethynyl carbinol, Methanol, ethynyl-, asetilen karbinol; Propynyl alcohol, 2-Propynol, 2-propinol, 3-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; propargylalcohol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; Propargyl alcohol, 99%; EINECS 203-471-2; NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; E920VF499L; Propargyl alcohol [NA1986] [Flammable liquid]; ethynylmethanol; prop-2-ynol; propyn-3-ol; propargyl alcohol [NA1986] [Flammable liquid]; 151058-EP2274983A1; propinol; propargyl alcohol pure; propargil alkol saf.

Tepkiler ve uygulamalar
Propargil alkol, ısıtma veya baz ile işleme tabi tutularak polimerize olur . Korozyon önleyici, metal kompleks çözelti, çözücü stabilizatör ve elektro kaplama parlatıcı katkı maddesi olarak kullanılır. Organik sentezde ara ürün olarak da kullanılır . İkincil ve üçüncül ikame edilmiş proparjilik alkoller , Meyer-Schuster yeniden düzenlemesi ve diğerleri yoluyla α, β-doymamış karbonil bileşikleri oluşturmak için katalize yeniden düzenleme reaksiyonlarına maruz kalır . Propinal [4] veya proparjilik aside oksitlenebilir .
Hazırlık
Propargil alkol bakır katalizli ilavesiyle üretilen formaldehit ile asetilen endüstriyel sentez bir yan ürün olarak büt-2-in-1,4-diol . [5] 3-kloro-2-propen-1-ol'un NaOH ile dehidroklorinasyonu ile de hazırlanabilir .
Güvenlik
Propargil alkol, yanıcı bir sıvıdır, solunduğunda toksiktir, yutulduğunda yüksek derecede toksiktir, cilt emiliminde toksiktir ve aşındırıcıdır.
PROPARGYL ALCOHOL (PROPARGİL ALKOL) eş anlamlıları: METATAGS:prop-2-yn-1-ol; PROPARGYL ALCOHOL; 2-Propyn-1-ol; Prop-2-yn-1-ol; 107-19-7; Ethynylcarbinol; 1-Propyn-3-ol; 2-Propynyl alcohol; Ethynyl carbinol; Methanol, ethynyl-; Propynyl alcohol; 2-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; 3-Propynol
Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; EINECS 203-471-2
NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; TVDSBUOJIPERQY-UHFFFAOYSA-N; Propargyl alcohol [NA1986] [Flammable liquid]; Q-201629; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; AC1L1PPR; DSSTox_CID_1883; bmse000363; HC.$.CCH2OH; DSSTox_RID_76383, WLN: Q2UU1; DSSTox_GSID_21883; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; prop-2-yne-1-ol; 1-Propyn-3-yl alcohol; 2-propyne-1-ol; propargylalcohol; prop-2-ynol; propyn-3-ol; 1-Propyne-3-ol; 2-propyn-1 ol; prop-2-yn-I-ol; prop-1-yn-3-ol; PROPARGİL ALKOL; propargil alkol; propargyl alkol; propargil alcohol; asetilen karbinol; acetiilen karbinol; asetilen carbinol, PROPARGYL ALCOHOL; PROPARGİL ALKOL, progargil akol, proparil alkol, propargylalcohol, alkohol, propargilalkol, propargilalkohol, Prop-2-yn-1-ol; 2-Propyn-1-ol; 107-19-7; Ethynylcarbinol; karbinol, karbino; etinilkarbinol, etinil karbinol, matatak, 2-propinil alkol, 1-Propyn-3-ol, 2-Propynyl alcohol, Ethynyl carbinol, Methanol, ethynyl-, asetilen karbinol; Propynyl alcohol, 2-Propynol, 2-propinol, 3-Propynol; 1-Hydroxy-2-propyne; 3-Hydroxy-1-propyne; Acetylenylcarbinol; Acetylene carbinol; Agrisynth PA; Propiolic alcohol; RCRA waste number P102; prop-2-yne-1-ol; Prop-2-in-1-ol; propargylalcohol; 1-Propyn-3-yl alcohol; NSC 8804; 2-propyne-1-ol; UNII-E920VF499L; CCRIS 6781; HSDB 6054; Propargyl alcohol, 99%; EINECS 203-471-2; NA1986; RCRA waste no. P102; BRN 0506003; AI3-24359; CHEBI:28905; E920VF499L; Propargyl alcohol [NA1986] [Flammable liquid]; ethynylmethanol; prop-2-ynol; propyn-3-ol; propargyl alcohol [NA1986] [Flammable liquid]; 151058-EP2274983A1; propinol; propargyl alcohol pure; propargil alkol saf.

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