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NEOPENTYL GLYCOL

Neopentyl Glycol; 2,2-Dimethyl-1,3-propanediol; Dimethylolpropane; 2,2-dimethylpropane-1,3-diol; 2,2-Dimethyltrimethylene glycol; Neopentanediol; Neopentylene glycol; Dimethyltrimethylene glycol; Hydroxypivalyl alcohol; 1,3-Dihydroxy-2,2-dimethylpropane; 2,2-Dimethyl-1,3-dihydroxypropane; NPG; cas no :126-30-7


Neopentyl glycol (IUPAC name: 2,2-dimethylpropane-1,3-diol) is an organic chemical compound. It is used in the synthesis of polyesters, paints, lubricants, and plasticizers. 
When used in the manufacture of polyesters, it enhances the stability of the product towards heat, light, and water. 
By esterification reaction with fatty or carboxylic acids, synthetic lubricating esters with reduced potential for oxidation or hydrolysis, compared to natural esters, can be produced.

Other names: 1,3-Propanediol, 2,2-dimethyl-; Dimethylolpropane; Neopentanediol; Neopentylene glycol; 2,2-Dimethyl-1,3-propanediol; Dimethyltrimethylene glycol; Hydroxypivalyl alcohol; NPG; Neol; 1,3-Dihydroxy-2,2-dimethylpropane; 2,2-Dimethyl-1,3-dihydroxypropane; 2,2-Dimethylpropane-1,3-diol; NPG Glycol; 2,2-Dimethyltrimethylene glycol; NSC 55836

Synonyms: 1,3-Propanediol, 2,2-dimethyl-; 2,2-Dimethyl-1,3-propanediol; 2,2-Dimethyltrimethylene glycol; Dimethylolpropane; Dimethyltrimethylene glycol; Hydroxypivalyl alcohol; Neol; Neopentanediol; Neopentylene glycol; NPG; 2,2-Dimethylpropane-1,3-diol; Propanediol, 2,2-dimethyl-, 1,3-; [ChemIDplus] Dimethylol propane; [CAMEO] 1,3-Dihydroxy-2,2-dimethylpropane; [ICSC] 2,2-Dimethyl-1,3-dihydroxypropane; 2,2-Dimethylolpropan; 2,2-Dimetil-1,3-propandiolo; Dimetilolpropano; Neopentilene glicole; Neopentilglicole; Neopentylglycol; Neopentylglykol; Pentaglycol; [IUCLID]

Category
Alcohols and Polyols, Other

Description
Colorless to white hygroscopic solid; [ICSC] White hygroscopic crystals with a mild odor; 

Sources/Uses
Used to make plasticizers and polyesters and as modifier of alkyd resins; Used in chemical synthesis and in the polymers industry; [IUCLID] Used to make large scale and fine chemicals, rubber products, plastic products, textiles, leather, fur, wood and wood products, pulp-paper and paper products, non-metallic mineral products (i.e. plasters and cement), in printing and reproduction of recorded media, building and construction work, scientific research and development, and consumer construction chemicals; [ECHA REACH Registrations]

Key Applications
Polyester coatings; gel coatings; synthetic marble; polyurethane coatings; synthetic lubricants

Product Description
This functional glycol can be used as an intermediate for both plasticizers and for synthetic lubricants. In most polyester resin formulations, it is used as the sole glycol component. It offers excellent thermal stability, weathering, and stain resistance. 

Uses
Neopentyl glycol (NPG) is used primarily in base resins for coatings. Important uses are also found in hydraulic fluids, synthetic lubricant oils, greases, metal-working fluids and aircraft engine lubricants. Other outlets include textiles, pharmaceuticals, pesticides, plasticisers and petroleum. NPG is shipped as flake, molten and slurry.

Main Applications: Alkyd resin paint, polyester resin, powdered paint

Neopentyl glycol, also known as Dimethylolpropan, is a colorless-to-white, hygroscopic crystalline, organic chemical compound that is used in the synthesis of paints, polyesters, lubricants, and plasticizers.  The combustible, slightly toxic compound can be harmful if ingested or is absorbed through skin contact. It is known to cause skin and eye irritation.

The chemical formula for Neopentyl glycol is C5H12O2. Its CAS is 126-30-7. The crystalline substance is synthesized industrially by the aldol reaction of formaldehyde and isobutyraldehyde, which creates the intermediate hydroxypivaldehyde. This can be converted to Neopentyl glycol with either excess formaldehyde or catalytic hydrogenation of the aldehyde group to an alcohol group.

Neopentyl glycol is soluble in water, benzene, chloroform, and very soluble in ethanol and diethyl ether.

The industrial uses for the combustible organic compound include dyes, functional fluids in closed systems, intermediates, lubricants and lubricant additives, paint and coating additives, and processing aids specific to petroleum production.

Consumer uses include adhesives and sealants, paints and coatings, and paper products.

Supply/demand
Global capacity stood at 485,000 tonnes/year in 2005, with 173,000 tonnes/year in western Europe, 140,000 tonnes/year in the US, 134,000 tonnes/year in Asia-Pacific (excluding Japan) and 38,000 tonnes/year in Japan, according to consultancy TranTech.

Western Europe is the largest consumer at about 118,000 tonnes/year, followed by the US at 108,000 tonnes/year and Asia-Pacific at 94,000 tonnes/year. Japan, Latin America and the Middle East consume 25,700 tonnes/year, 10,500 tonnes/year and 9,250 tonnes/year, respectively. Western Europe and the US are the world's biggest exporters at 31,000 tonnes/year and 16,300 tonnes/year, respectively. Asia-Pacific was a net importer in 2005 by 5,500 tonnes.

Neopentyl glycol is an organic chemical synthesized by aldol reaction of formaldehyde and isobutyraldehyde. It is majorly used in the synthesis of plasticizers, paints, lubricants and polyester resins. The product has wide applications in several industries including construction, aerospace, automotive, paints and coatings, consumer products and electronic applications. The significant growth in market as a result of enhanced properties of the product will create new avenues for the manufacturers in forecasted time frame. Overall growth in construction industry, increasing demand for consumer goods and automotive in the emerging economies will boost the neopentyl glycol market expansion.

Technology
There are two main routes to NPG using isobutyraldehyde and formaldehyde. In one, the raw materials react with a strongly alkaline catalyst to form NPG. But, large amounts of formate salts are formed as byproduct and the process is only economically viable when a profitable use is found for the formate.

In a second and more common process, the aldolisation reaction is carried out in the presence of an amine catalyst. This is further hydrogenated in the presence of a catalyst and the molten NPG is solidified by means of a flaking roll, or a crystallising or cooling belt.

Health and safety
NPG is a white, crystalline solid with a mint-like odour. Finely dispersed particles form explosive mixtures in air and it reacts violently with oxidants.

Formula: C5H12O2 / (CH3)2C(CH2OH)2
Molecular mass: 104.2
Boiling point: 210°C
Melting point: 127°C
Density: 1.1 g/cm³
Solubility in water, g/100ml at 20°C: 83
Vapour pressure, Pa at 20°C: 30
Relative vapour density (air = 1): 3.6
Relative density of the vapour/air-mixture at 20°C (air = 1): 1.0
Flash point: 107°C
Auto-ignition temperature: 388°C
Explosive limits, vol% in air: 1.1-11.4
Octanol/water partition coefficient as log Pow: -0.84  


Physical State; Appearance
COLOURLESS-TO-WHITE HYGROSCOPIC CRYSTALS. 

Physical dangers
Dust explosion possible if in powder or granular form, mixed with air. 

Chemical dangers
Reacts violently with oxidants. 



1,3-Propanediol, 2,2-dimethyl- [ACD/Index Name]
126-30-7 [RN]
2,2-Dimethyl-1,3-propandiol [German] [ACD/IUPAC Name]
2,2-Dimethyl-1,3-propanediol [ACD/IUPAC Name]
2,2-Diméthyl-1,3-propanediol [French] [ACD/IUPAC Name]
2,2-dimethylpropane-1,3-diol
204-781-0 [EINECS]
4-01-00-02551 [Beilstein]
MFCD00004685 [MDL number]
Neopentanediol
Neopentyl glycol [Wiki]
Neopentylene glycol
Neopentylglycol
NPG Glycol
Propanediol, 2,2-dimethyl-, 1,3-
QI80HXD6S5
TY5775000
UNII-QI80HXD6S5
1,3-Dihydroxy-2,2-dimethylpropane
2, 2-Dimethyl-1, 3-propanediol
2,​2-​dimethylpropane-​1,​3-​diol
2,2-Dimethyl-1,3 propanediol
2,2-Dimethyl-1,3-dihydroxypropane
2,2-Dimethyltrimethylene glycol
2,3-Dimethyl-1,3-propanediol
2-ethylpropane-1,3-diol
Dimethyltrimethylene glycol
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:143768
Hydroxypivalyl alcohol
Neol
NPG
propane-1,3-diol, 2,2-dimethyl-
Q1X1 & 1 & 1Q [WLN]



Preferred IUPAC name
2,2-Dimethylpropane-1,3-diol
2,2-Dimethyl-1,3-propanediol

CAS Number: 126-30-7 

Reactions
Neopentyl glycol is synthesized industrially by the aldol reaction of formaldehyde and isobutyraldehyde. 
This creates the intermediate hydroxypivaldehyde, which can be converted to neopentyl glycol with either excess formaldehyde or by palladium on carbon hydrogenation. 

It is used as a protecting group for ketones, for example in gestodene synthesis.

A condensation reaction of neopentyl glycol with 2,6-di-tert-butylphenol gives CGP-7930.

Organoboronic acid esters of neopentyl glycol are useful in the Suzuki reaction

It has been reported that plastic crystals of neopentyl glycol exhibit a colossal barocaloric effect (CBCEs), which is a cooling effect caused by pressure-induced phase transitions. 
The obtained entropy changes are about 389 joules per kilogram per kelvin near room temperature. 
This CBCE phenomenon is likely to be very useful in future solid-state refrigeration technologies.

Chemical formula: C5H12O2
Molar mass:104.148 g/mol
Melting point: 129.13 °C (264.43 °F; 402.28 K)
Boiling point: 208 °C (406 °F; 481 K)
Solubility in water:good
Solubility: soluble in benzene, chloroform, very soluble in ethanol, diethyl ether


1,3-Propanediol, 2,2-dimethyl-
2,2-Dimethyl-1,3-propanediol
2,2-dimethyl-1,3-propanediol
2,2-dimethylpropane-1,3-diol

EC Inventory
2,2-dimethylpropane-1,3-diol
2,2-Dimethyltrimethylene glycol
Dimethylolpropane
Dimethyltrimethylene glycol
Hydroxypivalyl alcohol
Neol
Neopentanediol
Neopentyl glycol
Neopentylene glycol
NPG

CAS names
1,3-Propanediol, 2,2-dimethyl-
Other
IUPAC names
1,3-Propanediol, 2,2-dimethyl-
2,2-Dimethyl-1,3-propanediol
2,2-dimethyl-1,3-Propanediol
2,2-dimethyl-1,3-propanediol
2,2-dimethylpropan-1,3-diol
C&L Inventory
2,2-Dimethylpropane-1,3-diol, Other
2,2-dimethylpropane-1,3-diol, Other
2,2-dimethylpropane-1,3-diol, Other
2,2-dimethylpropane-1,3-diol (neopentyl glycol)
NEOPENTYL GLYCOL
Neopentyl Glycol
Neopentyl glycol
NEOPENTYL GLYCOL
Neopentyl glycol
Neopentyl Glycol (NPG)
Neopentylglycol
propylene glycol

Trade names
1,3-Dihydroxy-2,2-dimethylpropane
1,3-Propanediol, 2,2-dimethyl- (6CI, 7CI, 8CI, 9CI)
2,2-Dimethyl-1,3-dihydroxypropane
2,2-Dimethyl-1,3-propanediol
2,2-Dimethyltrimethylene glycol
Dimethylolpropane
Fomrez Series
Hydroxypivalyl alcohol
Neo Pentyl glycol
Neopentanediol
Neopentil Glicole
Neopentyl glycol
Neopentylene glycol
Neopentylglykol
NPG
VIBRATHANE Series
Witcobond Series


Neopentyl glycol
126-30-7
2,2-Dimethylpropane-1,3-diol
2,2-DIMETHYL-1,3-PROPANEDIOL
Dimethylolpropane
1,3-Propanediol, 2,2-dimethyl-
Neopentanediol
Neopentylene glycol
Neopentylglycol
Neol
Hydroxypivalyl alcohol

Dimethyltrimethylene glycol
NPG Glycol
2,2-Dimethyltrimethylene glycol
UNII-QI80HXD6S5
NSC 55836
CCRIS 3273
2,2-Dimethyl-1,3 propanediol
NPG
EINECS 204-781-0
Propanediol, 2,2-dimethyl-, 1,3-
BRN 0605291
QI80HXD6S5
AI3-05739
2,3 propanediol
1,3-Dihydroxy-2,2-dimethylpropane
2,2-Dimethyl-1,3-propanediol, 99%
WLN: Q1X1 & 1 & 1Q
CAS-126-30-7
2,2-Bis(hydroxymethyl)propane
MFCD00004685
2,2-dimethylolpropane
ACMC-1C2GC
EC 204-781-0
SCHEMBL19621
CBDivE_004836
4-01-00-02551 (Beilstein Handbook Reference)
KSC177Q9P
2,2-dimethyl-1,3-propandiol
2,2-dimethylpropan-1,3-diol
2,2-dimethyl 1,3-propanediol
2.2-dimethyl-1,3-propanediol
2,3-Dimethyl-1,3-propanediol
2,2-dimethyl -1,3-propanediol
2,2-dimethyl-1,3-propane diol
2,2-dimethyl-propane-1,3-diol
2,2-Dihydroxy-2,2-dimethylpropane
2,2-Dimethyl-1,3-dihydroxypropane
Tox21_201363


1,3-Dihydroxy-2,2-dimethylpropane
1,3-Propanediol, 2,2-dimethyl- (6CI, 7CI, 8CI, 9CI)
2,2-Dimethyl-1,3-dihydroxypropane
2,2-Dimethyl-1,3-propanediol
2,2-Dimethyltrimethylene glycol
Dimethylolpropane
Fomrez Series
Hydroxypivalyl alcohol
NPG
Neo Pentyl glycol
Neopentanediol
Neopentyl glycol
Neopentylene glycol
Neopentylglykol
VIBRATHANE Series
Witcobond Series
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