Iodopropynyl butylcarbamate

Iodopropynyl butylcarbamate Basic information
Product Name:Iodopropynyl butylcarbamate
Synonyms:troysanpolyphaseanti-mildew;woodlife;TROYSAN POLYPHASE 588;3-iodo-2-propynyl;PERMATOX;3-IODO-2-PROPINYLBUTYLCARBAMATE;IODOCIDE IPBC;Butyl-3-iodo-2-propnyl ester carbamic acid
CAS:55406-53-6
MF:C8H12INO2
MW:281.09
EINECS:259-627-5
Product Categories:Nitrogen Compounds;Organic Building Blocks;Protected Amines;Aliphatics;Amines;antibacterial agent;biocide;IPBC;55406-53-6
Mol File:55406-53-6.mol
Iodopropynyl butylcarbamate Structure
Iodopropynyl butylcarbamate Chemical Properties
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
pka12.03±0.46(Predicted)
form neat
color White to Almost white
Water Solubility 168mg/L at 20℃
Merck 14,5069
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyWYVVKGNFXHOCQV-UHFFFAOYSA-N
LogP2.81 at 25℃
CAS DataBase Reference55406-53-6(CAS DataBase Reference)
EPA Substance Registry System3-Iodo-2-propynyl butylcarbamate (55406-53-6)
Safety Information
Hazard Codes N
Risk Statements 50/53-50
Safety Statements 60-61-29
RIDADR 3077
WGK Germany 3
RTECS EZ0950000
HazardClass 9
PackingGroup III
HS Code 29241990
Hazardous Substances Data55406-53-6(Hazardous Substances Data)
ToxicityLD50 orally in rats: 1580 mg/kg; dermally in rabbit: >2000 mg/kg; LC50 (96 hr) in bluegill sunfish, rainbow trout, bobwhite quail: 1.12, 0.31, >7683 ppm; LC50 (8 day) in mallard duck: >7182 ppm (Hansen)
MSDS Information
ProviderLanguage
SigmaAldrich English
Iodopropynyl butylcarbamate Usage And Synthesis
DescriptionIodopropynyl butylcarbamate 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%iodopropynyl butylcarbamate 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.
Chemical PropertiesLiquid
UsesGlycacil(R) 2000 is used as a preservative in personal care formulations.
UsesGlycacil(R) L is used as a preservative in personal care formulations.
UsesGlycacil(R) S is used as a preservative in personal care formulations.
UsesAn antibacterial agent.
UsesFungicide; mildewcide; preservative in cosmetics, paints and coatings, metal working fluids; wood protection.
Usesiodopropynyl butylcarbamate is a preservative with broad fungicidal activity used in skin care products. It is recommended for use in difficult formulation systems.
Application1. Cosmetics 2. Wood preservatives 3. Paints 4. Metalworking fluids 5. Household products 6. Moistened toilet tissues 7. Contact lenses 8. Building materials 9. Cooling water 10. Adhesives 11. Textiles 12. Paper
DefinitionChEBI: 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, it 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.
General DescriptionOff-white solid.
Reactivity ProfileIodopropynyl butylcarbamate is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Flammability and ExplosibilityNotclassified
Contact allergensIodopropynyl butylcarbamate has produced slight irritation in rabbits. However, it was not found to be either a skin sensitizer or a photo sensitizer in guinea pigs. Cosmetic formulations containing up to 0.125% of iodopropynyl butylcarbamate produce no significant irritation or sensitization reactions in human repeated insult patch tests. Iodopropynyl butylcarbamate did not cause crosssensitization reactions in patients who had demonstrated sensitivity to related dithiocarbamate compounds. In the European Union, it is approved as a preservative up to 0.05% and is not to be used in oral hygiene or lip care products. If the concentration exceeds 0.02% in leave-on products, a warning label must indicate that the product contains iodine.
Contact allergensIodopropynyl butylcarbamate (IPBC) is a broad-spec- trum preservative used for years because of its wide field of application, in polymer emulsions and pigment dispersions such as water-based paints and adhesives, cements and inks, as a wood preservative, in metal- working fluids, household products, and cosmetics. Allergic contact dermatitis to IPBC was reported due to cosmetics, from sanitary wipes, and in metalworkers.
Clinical UseIodopropynyl butylcarbamate (3-iodo-2-propynyl-butylcarbamate) is a highly effective fungicide as well as a bactericide. It 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% iodopropynyl butylcarbamate 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 iodopropynyl butylcarbamate 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, iodopropynyl butylcarbamate was used in 122 formulations reported to the United States Food and Drug Administration. Iodopropynyl butylcarbamate 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. It is an irritant, although at low concentrations few problems have been reported.
Iodopropynyl butylcarbamate Preparation Products And Raw materials
Triethanolamine oleic soap 1,2-Pentanediol Ceramides POLOXAMER124 Methyl anthranilate 1-IODOPROP-1-YN-3-YL N-N-BUTYLCARBAMATE, [CARBAMATE-14C] 1,3-dimethylol-5,5-dimethyl hydantoin, Iodopropynyl Butylcarbamate,DMDM Hydantoin, Iodopropynyl Butylcarbamate POLYURETHANE 4-Aminobenzoic acid Urethane Methyl 4-tert-butylbenzoate Propargyl butylcarbamate Iodopropynyl butylcarbamate Butylamine Iodine (-)-MENTHYL CHLOROFORMATE 1-PROPYN-1-YL IODIDE Anthranilic acid

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