Isobutyl butyrate

Isobutyl butyrate Basic information
Usee
Product Name:Isobutyl butyrate
Synonyms:2-methyl-1-butylbutanoate;Butanoic acid, methyl propyl ester;Butanoicacid,2-methylpropylester;butanoicacid2-methylpropylester;Butyric acid, isobutyl ester;butyricacid,isobutylester;butyricacidisobutylester;Isobutyl ester of butanoic acid
CAS:539-90-2
MF:C8H16O2
MW:144.21
EINECS:208-729-8
Product Categories:Alphabetical Listings;Certified Natural ProductsFlavors and Fragrances;Flavors and Fragrances;I-L
Mol File:539-90-2.mol
Isobutyl butyrate Structure
Isobutyl butyrate Chemical Properties
Melting point -88.07°C (estimate)
Boiling point 157-158 °C(lit.)
density 0.861 g/mL at 25 °C(lit.)
vapor density 5 (vs air)
refractive index n20/D 1.403(lit.)
FEMA 2187 | ISOBUTYL BUTYRATE
Fp 114 °F
form neat
color Colorless to Almost colorless
Odorat 100.00 %. sweet fruity pineapple tutti frutti rum cherry apple overripe fruit bubble gum
Odor Typefruity
Odor Threshold0.0016ppm
Merck 14,5136
JECFA Number158
LogP2.76
CAS DataBase Reference539-90-2(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 2-methylpropyl ester(539-90-2)
EPA Substance Registry SystemIsobutyl butyrate (539-90-2)
Safety Information
Hazard Codes N
Risk Statements 10-50/53-52/53
Safety Statements 16-27-36/37/39-61-60
RIDADR UN 3272 3/PG 3
WGK Germany 2
RTECS ET5020000
HazardClass 3.2
PackingGroup III
HS Code 29156000
MSDS Information
ProviderLanguage
SigmaAldrich English
Isobutyl butyrate Usage And Synthesis
UseeIsobutyl butyrate is a metabolite of Rifampicin, a Rifamycin antibiotic.
DescriptionIsobutyl butyrate has a fruity odor reminiscent of apple or pineapple and a sweet flavor reminiscent of rum. May be prepared by esterification of butyric acid with isobutyl alcohol in the presence of concentrated H2S04; or by enzymatic action of hog pancreas on a mixture of isobutyl alcohol and butyric acid in the absence of water.
Chemical PropertiesIsobutyl butyrate has a fruity, ethereal odor reminiscent of apple or pineapple and a sweet flavor reminiscent of rum.
PreparationBy esterification of butyric acid with isobutyl alcohol in the presence of concentrated H2SO4, or by enzymatic action of hog pancreas on a mixture of isobutyl alcohol and butyric acid in the absence of water.
DefinitionChEBI: A butyrate ester resulting from the formal condensation of butanoic acid with isobutanol. It is used as a food flavour ingredient for apple, banana, peach and pinapple flavours in ice cream and confectionery.
Taste threshold valuesTaste characteristics at 20 ppm: sweet, fruity, pineapple, apple, bubble gum and tutti-frutti. Natural occurrence: Reported found in apricot, banana, apple, strawberry, blue and Gruyere cheeses, cognac, port wine, rum, honey, olive, passion fruit, plum, beans, mushrooms, mango, apple brandy, quince, cherimoya, kiwifruit and Chinese quince pee
Synthesis Reference(s)The Journal of Organic Chemistry, 56, p. 5307, 1991 DOI: 10.1021/jo00018a019
General DescriptionIsobutyl butyrate is an aliphatic ester that can be used as a food flavoring agent. It is one of the volatile flavor compounds produced in ripening bananas.
Safety ProfileMdly toxic by ingestion and intraduodenal routes. A skin irritant. See also ESTERS. When heated to decomposition it emits acrid smoke and irritating fumes.
Isobutyl butyrate Preparation Products And Raw materials
Raw materials2-Methyl-1-propanol
Methyl 2-bromo-2-methylpropionate Methyl ISO-BUTYL-2-METHYLBUTYRATE TITANIUM ISOBUTOXIDE Isobutyl butyrate Phenylacetic acid isobutyl ester Isobutyl 2,2-dimethylbutyrate 2,2-DIMETHYL ISOBUTYL BUTYRATE Sucrose acetate isobutyrate Dimethyl 2,2'-azobis(2-methylpropionate) Kresoxim-methyl 2,2-Bis(hydroxymethyl)butyric acid Octadecyl methacrylate Triisobutyl phosphate Isobutyl acrylate 3beta-Hydroxy-5-cholestene 3-butyrate Propyl butyrate isobutyl oleate

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