3-IODO-2-PROPYNYL BUTYLCARBAMATE (IPBC)
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is widely used as a preservative and sapstain control chemical in wood products, and as a biocide in adhesives, paints, latex paper coatings, plastics, water-based inks, metal working fluids, textiles, and numerous consumer products.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester that is effective as a fungicide and is used globally in various industries, including paints, coatings, personal care products, and cosmetics.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was developed in the 1970s and has a long history of use as an antifungal technology, serving as a potent preservative and antimicrobial agent in a range of applications.
CAS Number: 55406-53-6
EC Number: 259-627-5
Molecular Formula: C8h12ino2
Molecular Weight: 281.09 G/mol
Synonyms: 55406-53-6, 3-iodoprop-2-yn-1-yl butylcarbamate, Iodopropynyl butylcarbamate, 3-Iodo-2-propynyl butylcarbamate, Iodocarb, Ipbc, 3-Iodo-2-propynyl N-butylcarbamate, 1-Iodoprop-1-yn-3-yl N-n-butylcarbamate, 3-iodoprop-2-ynyl N-butylcarbamate, Carbamic acid, butyl-, 3-iodo-2-propynyl ester, Troysan KK-108A, 3-IODO-2-PROPYNYLBUTYLCARBAMATE, 3-Iodo-2-propynyl-N-butylcarbamate, Butyl-3-iodo-2-propynylcarbamate, 3-iodoprop-2-yn-1-yl N-butylcarbamate, 603P14DHEB, DTXSID0028038, CHEBI:83279, 3-iodoprop-2-ynyl butylcarbamate, 3-Iodo-2-propynyl N-Butylcarbamate-d9, DTXCID908038, 1246815-08-6, Caswell No. 501A, CAS-55406-53-6, HSDB 7314, 3-Iodo-2-propynyl butyl carbamate, EINECS 259-627-5, EPA Pesticide Chemical Code 107801, BRN 2248232, iodocarbe, UNII-603P14DHEB, C8H12INO2, 3-iodo-2-propynyl-N-butyl carbamate, 3-iodo-2-propyn-1-yl N-butylcarbamate, Carbamic acid, butyl-3-iodo-2-propynyl ester, IPBC, iodo-2-propynylbutylcarbamate, SCHEMBL114369, CHEMBL1893913, 3-Iodo-2-propynyl butylcarbamate #, 3-iodoprop-2-yn-1-ylbutylcarbamate, MFCD00072438, AKOS015905567, CS-W010051, GS-3240, Iodocarb 100 microg/mL in Acetonitrile, NCGC00164376-01, NCGC00164376-02, NCGC00164376-03, NCGC00164376-04, NCGC00164376-05, NCGC00255017-01, NCGC00259413-01, IODOPROPYNYL BUTYLCARBAMATE [INCI], 3-Iodo-2-propynyl N-butylcarbamate, 97%, 3-Iodo-2-propynyl N-Butylcarbamate-[d9], IODOPROPYNYL BUTYLCARBAMATE [VANDF], 3-IODO-2-PROPYNYL BUTYL CARBBAMATE, FT-0615885, I0666, IODOPROPYNYL BUTYL CARBAMATE [MART.], N-Butylcarbamic Acid 3-Iodo-2-propynyl Ester, 3-IODO-2-PROPYNYLBUTYLCARBAMATE [HSDB], A830629, Q2928998, W-105563, Carbamic acid, N-butyl-, 3-iodo-2-propyn-1-yl ester, 3-Iodo-2-propynyl N-butylcarbamate, analytical standard, 3-iodo-2-propynyl butyl Carbamate, 3-iodo-2-propynyl butylcarbamate, 3-iodo-2-propynyl butylcarbamate, 3-iodo-2-propynyl butylcarbamate 3-iodoprop-2-yn-1-yl butylcarbamate, 3-iodo-2-propynyl butylcarbamate; 3-iodoprop-2-yn-1-yl butylcarbamate, 3-iodoprop-2-yn-1-yl butylcarbamate, Butyl-3-iodo-2-propynylcarbamate, Carbamic acid, butyl-3-iodo-2-propynyl ester, Carbamic acid, N-butyl-, 3-iodo-2-propyn-1-yl ester, Iodopropynyl butylcarbamate, 3-Iodo-2-propinylbutyl carbamate, 3-Iodo-2-propynyl butyl carbamate, 3-iodo-2-propynyl butyl carbamate, 3-IODO-2-PROPYNYL BUTYLCARBAMATE, 3-Iodo-2-propynyl butylcarbamate, 3-iodo-2-propynyl butylcarbamate, 3-iodo-2-propynyl butylcarbamate (part of prep.), 3-iodo-2-propynyl butylcarbamate; 3-iodoprop-2-yn-1-yl butylcarbamate, 3-Iodo-2-propynyl N-Butylcarbamate, 3-Iodo-2-propynyl N-butylcarbamate, 3-IODO-2-PROPYNYL-N-BUTYLCARBAMATE, 3-iodoprop-2-yn-1-yl butylcarbamate, 3-iodoprop-2-yn-1-yl N-butylcarbamate, 3-iodoprop-2-ynyl N butylcarbamate, 3-iodoprop-2-ynyl N-butylcarbamate, Carbamic acid, N-butyl-, 3-iodo-2-propyn-1-yl ester, Iodopropynylbutylcarbamate (IPBC), IPBC, Omacide IPBC, 3-Iodo-2-propynyl butyl carbamic acid, 3-Iodo-2-propynyl butylcarbamate, 3-Iodo-2-propynyl N-butylcarbamate, 3-iodo-2-propynyl-butylcarbamate, 3-iodo-2-propynylbutylcarbamate, 3-iodoprop-2-yn-1-yl butylcarbamate, 3-IPBC, Butyl-3-iodo-2-propynylcarbamate, Carbamic acid, butyl-, 3-iodo-2-propynyl ester, Carbamic acid, butyl-3-iodo-2-propynyl ester, IPBC, 3-IODO-2-PROPYNYL BUTYLCARBAMATE, 3-IODO-2-PROPYNYL N-BUTYLCARBAMATE, IBP, lodopropynyl butylcarbamate, IODOCARB, troysanpolyphaseanti-mildew, woodlife;, PERMATOX, Glycacil
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative and sapstain control chemical in wood products
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative in adhesives, paints, latex paper coating, plastic, water-based inks, metal working fluids, textiles, and numerous consumer products.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) has a role as a xenobiotic, an environmental contaminant
3-Iodo-2-Propynyl Butylcarbamate (IPBC) also has a role as an antifungal agrochemical.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an organoiodine compound
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an acetylenic compound and a carbamate fungicide.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate pesticide.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is derived from carbamic acid
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is widely used in homes, gardens and agriculture.
Some of the carbamates are translocated within plants, making them an effective systemic treatment.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a water-soluble preservative
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used globally in the paints & coatings
3-Iodo-2-Propynyl Butylcarbamate (IPBC) can be used in wood preservatives
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is also used in personal care, and cosmetics industries.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a member of the carbamate family of biocides.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was invented in the 1970s
3-Iodo-2-Propynyl Butylcarbamate (IPBC) has a long history of effective use as an antifungal technology.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is carbamic acid in which the nitrogen has been substituted by a butyl group and in which the hydrogen of the carboxy group is replaced by a 1-iodoprop-2-yn-3-yl group.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a fungicide
3-Iodo-2-Propynyl Butylcarbamate (IPBC) belongs to the class of organic compounds known as carboximidic acids and derivatives.
Carboximidic acids and derivatives are compounds containing a carboximidic group, with the general formula R-C(=NR1)OR2.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is widely used as antifungal and anti-microbial agent
3-Iodo-2-Propynyl Butylcarbamate (IPBC) can be encapsulated in polystrene/polycaprolactone blend in the form microspheres.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an additive in a white, crystalline powder form.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a broad based biocide used globally as a preservative, fungicide, and algaecide.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is most commonly used as a preservative in paint and coating applications.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an off-white solid
3-Iodo-2-Propynyl Butylcarbamate (IPBC) has a role as a xenobiotic, an environmental contaminant and an antifungal agrochemical.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester, an organoiodine compound
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an acetylenic compound
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate fungicide.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a preservative that has been used as an industrial fungicide since the 1970s and more recently has been combined with formaldehydereleasing agents for use in cosmetics.
The North American Contact Dermatitis Group patch tested with 0.1% 3-Iodo-2-Propynyl Butylcarbamate (IPBC) in petrolatum and found 0.2% of their patch test clinic patients had positive reactions to this chemical.
Most cosmetic applications appear to require less than 0.012% of this preservative.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester that is carbamic acid in which the nitrogen has been substituted by a butyl group and in which the hydrogen of the carboxy group is replaced by a 1-iodoprop-2-yn-3-yl group.
A fungicide, 3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative and sapstain control c emical in wood products and as a preservative in adhesives, paints, latex paper coating, plastic, water-based inks, metal working fluids, textiles, and numerous consumer products.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a water-soluble preservative used globally in the paints & coatings, wood preservatives, personal care, and cosmetics industries.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a member of the carbamate family of biocides.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was invented in the 1970s and has a long history of effective use as an antifungal technology.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an antimicrobial agent that belongs to the class of glycol ethers.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) has been shown to be a potent inhibitor of cortisol synthesis, with the ability to reduce serum cortisol concentrations by over 50%.
Uses of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a carbamate ester that is carbamic acid in which the nitrogen has been substituted by a butyl group and in which the hydrogen of the carboxy group is replaced by a 1-iodoprop-2-yn-3-yl group.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative and sapstain control chemical in wood product
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a biocide and preservative in paints, cosmetics, and other products
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative in personal care formulations
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative in personal care formulations.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative in personal care formulations.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a preservative with broad fungicidal activity used in skin care products.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is recommended for use in difficult formulation systems.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an effective fungicide at very low concentrations in cosmetic and other products, and has shown very low sensitivity in humans tested with this preservative.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was approved in 1996 for use up to 0.1% concentrations in topical products and cosmetics.
However, this preservative is mostly found in cosmetics at about one-eighth that level.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) Toxicity and Safety Tests show it to be generally safe: When used properly in leave-on skin products, 3-Iodo-2-Propynyl Butylcarbamate (IPBC) is extremely safe.
Previous to being approved for cosmetic use in 1996, extensive safety and toxicity tests were conducted on 3-Iodo-2-Propynyl Butylcarbamate (IPBC) and their results were gathered along with earlier studies in a report of the Safety Assessment of IPBC by the Cosmetic Ingredient Review.
This final report found 3-Iodo-2-Propynyl Butylcarbamate (IPBC) to be a non-carcinogen with no genotoxicity and in reproductive and developmental toxicity studies using rats and mice, 3-Iodo-2-Propynyl Butylcarbamate (IPBC) had no significant effect on fertility, reproductive performance, or on the incidence of fetal malformation.
Clinical Use:
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a highly effective fungicide as well as a bactericide.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was first used in the 1970s as a film fungicide for paint and then as a wood preservative, where final use concentration up to 4% was permitted.
For paint and coatings usually no more than 0.5% 3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used.
For metalworking fluids, adhesives, textiles, and paper, concentrations between 0.1%and 0.2% are common.
The Cosmetic Ingredient Review Expert Panel concluded that 3-Iodo-2-Propynyl Butylcarbamate (IPBC) is safe as a cosmetic ingredient in concentrations less than or equal to 0.1%and that it should not be used in products intended to be aerosolized.
By 1996, 3-Iodo-2-Propynyl Butylcarbamate (IPBC) was used in 122 formulations reported to the United States Food and Drug Administration.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is found in a wide variety of occupational and consumer products, including shampoos, lotions, powders, makeup, baby products, paints, coatings, metalworking fluids, household products, cooling water, building materials, and contact lenses.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is an irritant, although at low concentrations few problems have been reported.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used in the following products:
Cosmetics
Personal care products
Perfumes
Fragrances
Laboratory chemicals
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used as a preservative in:
Adhesives
Paints
Latex paper coating
Plastic
Water-based inks
Metal working fluids
Textiles
Numerous consumer products
Applications of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a preservative with broad fungicidal activity
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is used in skin care products.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is recommended for use in difficult formulation systems.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is a highly effective fungicide as well as a bactericide.
Other Applications:
Cosmetics
Wood preservatives
Paints
Metalworking fluids
Household products
Moistened toilet tissues
Contact lenses
Building materials
Cooling water
Adhesives
Textiles
Paper
Alternative Classes of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Propargyl-type 1,3-dipolar organic compounds
Haloacetylenes and derivatives
Organopnictogen compounds
Organooxygen compounds
Organonitrogen compounds
Organoiodides
Hydrocarbon derivatives
Substituents of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Haloacetylene or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Aliphatic acyclic compound
History of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
3-Iodo-2-Propynyl Butylcarbamate (IPBC) was initially developed for use in the paint & coatings industry as a dry-film preservative to protect interior and exterior coatings from mold, mildew, and fungal growth, while also offering cost performance and sustainability benefits.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) exhibits efficacy against a broad spectrum of fungal species, typically at very low use levels.
3-Iodo-2-Propynyl Butylcarbamate (IPBC) today is incorporated into a wide variety of interior and exterior paint formulations around the world.
Handling and Storage of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Handling:
Use 3-Iodo-2-Propynyl Butylcarbamate (IPBC) in well-ventilated areas to avoid inhalation of dust or fumes.
Avoid direct contact with skin, eyes, and clothing.
Handle with appropriate protective equipment, including gloves and safety glasses.
Avoid eating, drinking, or smoking in areas where 3-Iodo-2-Propynyl Butylcarbamate (IPBC) is handled.
Storage:
Store in a cool, dry, well-ventilated area away from direct sunlight and incompatible substances.
Keep containers tightly closed and properly labeled.
Store away from strong acids, bases, and oxidizing agents to prevent reactions.
Reactivity and Stability of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Stability:
3-Iodo-2-Propynyl Butylcarbamate (IPBC) is generally stable under normal conditions of use and storage.
Avoid exposure to excessive heat and moisture to maintain stability.
Reactivity:
Reacts with strong acids, bases, and oxidizing agents, which may cause hazardous reactions.
Can decompose when exposed to high temperatures, releasing toxic fumes.
First Aid Measures of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Inhalation:
Move the affected person to fresh air immediately.
Seek medical attention if symptoms such as coughing, difficulty breathing, or chest pain occur.
Skin Contact:
Wash the affected area with soap and water for at least 15 minutes.
Remove contaminated clothing and seek medical attention if irritation persists.
Eye Contact:
Rinse eyes immediately with plenty of water for at least 15 minutes.
Remove contact lenses if present and easy to do.
Seek medical attention if irritation continues.
Ingestion:
Do not induce vomiting.
Rinse mouth with water and seek medical attention immediately.
Firefighting Measures of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Extinguishing Media:
Use water spray, foam, dry chemical, or carbon dioxide (CO2) to extinguish fires involving 3-Iodo-2-Propynyl Butylcarbamate (IPBC).
Special Hazards:
Fire may produce hazardous fumes such as iodine vapors and other toxic compounds.
Wear full protective gear, including a self-contained breathing apparatus (SCBA), when fighting fires.
Accidental Release Measures of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Containment:
Contain spills to prevent contamination of soil, water, and the environment.
Use absorbent materials (e.g., sand, earth) to absorb the spilled material.
Cleanup:
Collect and dispose of the absorbed material and contaminated waste according to local regulations.
Wash the affected area thoroughly after cleanup.
Exposure Controls/Personal Protective Equipment of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Exposure Limits:
Adhere to occupational exposure limits set by regulatory agencies (e.g., OSHA, ACGIH).
Respiratory Protection:
Use an appropriate respirator if ventilation is insufficient or if there is a risk of inhaling vapors or dust.
Gloves:
Wear chemical-resistant gloves to prevent skin contact.
Eye Protection:
Use safety goggles or face shields to protect eyes from splashes.
Clothing:
Wear protective clothing to prevent skin exposure.
Ensure all protective equipment is clean and properly maintained.
Identifiers of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
CAS NUMBER: 55406-53-6
EC NUMBER: 259-627-5
MOLECULAR FORMULA: C8H12INO2
MOLECULAR WEIGHT: 281.09 g/mol
IUPAC NAME: 3-iodoprop-2-ynyl N-butylcarbamate
Systematic Name: 3-Iodo-2-propynyl butylcarbamate
IUPAC Name: 3-Iodo-2-propynyl butylcarbamate
Trade Names: Often sold under various brand names as a preservative or biocide.
Structure: Contains an iodine atom, a propynyl group, and a butylcarbamate functional group.
SMILES Notation: CCCC(=O)N(C#C)C1=CC2=C(C=C1)I
InChI Key: ZSDUHMVVXFMQNO-UHFFFAOYSA-N
Properties of 3-Iodo-2-Propynyl Butylcarbamate (IPBC):
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 5
Heavy Atom Count: 12
Complexity: 192
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Chemical Classes: Other Uses -> Biocides/Disinfectants
Melting point: 64-68 °C(lit.)
Boiling point: 321.8±25.0 °C(Predicted)
Density: 1.606±0.06 g/cm3(Predicted)
Vapor pressure: 0.005Pa at 25℃
Storage temp.: Keep in dark place,Sealed in dry,2-8°C
Solubility: soluble in Methanol
pka: 12.03±0.46(Predicted)
Color: White to Almost white
Water Solubility: 168mg/L at 20℃
Merck: 14,5069
Stability: Stable. Incompatible with strong oxidizing agents.
InChIKey: WYVVKGNFXHOCQV-UHFFFAOYSA-N
LogP: 2.81 at 25℃
CAS DataBase Reference: 55406-53-6(CAS DataBase Reference)
EPA Substance Registry System: 3-Iodo-2-Propynyl Butylcarbamate (IPBC) (55406-53-6)
Molecular Weight: 281.09 g/mol
XLogP3-AA: 2.1
Exact Mass: 280.99128 g/mol
Monoisotopic Mass: 280.99128 g/mol
Topological Polar Surface Area: 38.3Ų
Physical Description: White solid with a pungent odor
Color: Off-white
Form: Solid
Odor: Sharp pungent odor
Melting Point: 66 °C
Solubility: 156 mg/L
Density: 1.575 g/mL
Vapor Pressure: 0.0000525 mmHg
