Methyl isovalerate

Methyl isovalerate Basic information
Product Name:Methyl isovalerate
Synonyms:methyl3-methylbutyrate;FEMA 2753;METHYL ISOVALERATE;METHYL ISO VALERIANATE;METHYL ISOPENTANOATE;METHYL BETA-METHYL BUTYRATE;ISOVALERIC ACID METHYL ESTER;Isovaleric acid methyl ester~3-Methylbutyric acid methyl ester~Methyl isopentanoate~Methyl 3-methylbutyrate
CAS:556-24-1
MF:C6H12O2
MW:116.16
EINECS:209-117-3
Product Categories:Neats&Single Component Solutions;Other Lipid Related Products;Alphabetical Listings;Flavors and Fragrances;M-N;C6 to C7;Carbonyl Compounds;Esters;FAMEs;Fatty AcidsAlphabetic;Lipid Analytical Standards;M;META - METHFA/FAME/Lipids/Steroids
Mol File:556-24-1.mol
Methyl isovalerate Structure
Methyl isovalerate Chemical Properties
Melting point -91°C (estimate)
Boiling point 114-115 °C (lit.)
density 0.881 g/mL at 25 °C (lit.)
FEMA 2753 | METHYL ISOVALERATE
refractive index n20/D 1.393(lit.)
Fp 58 °F
solubility soluble in Chloroform, Ethyl Acetate
form neat
color Colorless to Almost colorless
Odorat 10.00 % in dipropylene glycol. strong apple fruity pineapple
Odor Typefruity
Odor Threshold0.0022ppm
Water Solubility insoluble
Merck 14,6093
JECFA Number195
BRN 1699922
LogP1.59
CAS DataBase Reference556-24-1(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 3-methyl-, methyl ester(556-24-1)
EPA Substance Registry SystemButanoic acid, 3-methyl-, methyl ester (556-24-1)
Safety Information
Hazard Codes F
Risk Statements 11
Safety Statements 16
RIDADR UN 2400 3/PG 2
WGK Germany 3
RTECS NY1510000
13
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29159000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Methyl isovalerate Usage And Synthesis
DescriptionMethyl isovalerate has a strong, pungent, apple-like odor and a bitter flavor. It may be prepared by esterification of isovaleric acid with methyl alcohol at the boil in the presence of concentrated H2SON4.
Chemical Propertiesclear slightly yellow liquid
Chemical PropertiesMethyl isovalerate has a strong, pungent, apple-like odor and a bitter flavor. This compound is also reported to have an herbaceous, fruity odor.
OccurrenceReported found in the juice of a few varieties of Florida oranges, pineapple, apple, banana, bilberry, blueberry, strawberry, melon, peas, peppermint oil, pepper, blue, Gruyere and parmesan cheese, coffee, honey, olive, mushroom, jackfruit, cherimoya, sage, custard apple, nectarine, lamb’s lettuce and cape gooseberry
UsesIsovaleric Acid Methyl Ester is a volatile compound found in Albion and Juliette strawberry fruits that contributes to the flavor of the fruit.
DefinitionChEBI: Methyl 3-methylbutanoate is a fatty acid ester.
PreparationBy esterification of isovaleric acid with methyl alcohol at the boil in the presence of concentrated H2SO4.
Aroma threshold valuesDetection: 4.4 to 44 ppb
Taste threshold valuesTaste characteristics at 80 ppm: fruity, pineapple, apple with a juicy, fruit-like nuance
Synthesis Reference(s)Tetrahedron Letters, 8, p. 4805, 1967 DOI: 10.1016/S0040-4039(01)89607-6
General DescriptionA colorless liquid. Flash point below 70°F. Less dense than water and insoluble in water. Vapors heavier than air. May be slightly toxic by ingestion and inhalation. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Insoluble in water.
Reactivity ProfileMethyl isovalerate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Health HazardMay cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn 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.
Fire HazardHIGHLY FLAMMABLE: Will be easily 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.
Methyl isovalerate Preparation Products And Raw materials
Raw materials2-Methyl-1-butanol-->3-Methylbutyl 3-methylbutanoate-->1-CHLORO-3-METHYLBUTANE-->Methanol-->3-Methyl-1-butanol
Preparation ProductsS-Methyl isovalerate-->methyl 2-benzoyl-3-methylbutanoate
ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate Methyl 2-Methylbutyl isovalerate (methylthio)methyl isovalerate DIETHYL 1,2-CYCLOPROPANEDICARBOXYLATE Methyl 2-bromo-3-methylbutanoate (tetrahydro-2-furyl)methyl isovalerate (methoxyphenyl)methyl isovalerate ETHYL CYCLOHEXYLACETATE METHYL O-METHYLPODOCARPATE RUBRATOXIN B ETHYL 2-FORMYL-1-CYCLOPROPANECARBOXYLATE Cyclobutane-1,2,3,4-tetracarboxylic dianhydride L-METHYL ISOVALERATE METHYL CYCLOHEXANEACETATE FATTY ACID METHYL ESTER MIX C8-C22 Methyl dihydrojasmonate METHYL THIOPHENE-2-CARBOXYLATE

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