Basic information
- CAS
556-24-1- Standard SMILES
COC(=O)CC(C)C- InChIKey
OQAGVSWESNCJJT-UHFFFAOYSA-N- Molecular formula
- C6H12O2
- Average molar mass
- 116.16 g/mol
- Monoisotopic mass
- 116.08372962
Overview
Methyl isovalerate appears as a colorless liquid. 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.
Names & identifiers
- Preferred name
- Methyl isovalerate
- IUPAC
- methyl 3-methylbutanoate
- English name
- Methyl isovalerate
- Molecular formula
- C6H12O2
- Molecular weight
- 116.16
Names & synonyms
Methyl isovalerateMethyl 3-methylbutanoate556-24-1Butanoic acid, 3-methyl-, methyl esterFEMA No. 2753Methyl isovalerate (natural)EINECS 209-117-3Methyl iso-valerateisopentanoic acid methyl esterBRN 1699922UNII-QPS4788198QPS4788198
Show more names
METHYL ISOPENTANOATEMethylIsovalerate>Methylisovalerate,98%methyl3-methylbutyrateMETHYL ISO VALERIANATEIsovaleric acid methylmethyl3-methylbutanoate
METHYL ISOVALERATE [MI]DTXSID5060300METHYL ISOVALERATE [FCC]FEMA 2753METHYL ISOVALERATE [FHFI]4-02-00-00897 (Beilstein Handbook Reference)UN 2400RefChem:157910
Database identifiers
- CAS
556-24-1- PubChem CID
- 11160
- DTXSID
DTXSID5060300- ChEBI
CHEBI:89832- UNII
- QPS4788198
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 76.6
Experimental & physicochemical properties
Chemical ClassesFlammable agents - 3rd degree
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Methyl isovalerate) -> IFRA transparency List
LogP
1.82
1.82
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.852-0.857
Flavoring AgentsEU Flavoring substances
Solubility
soluble in alcohol, most fixed oils; insoluble water
(in ethanol)
Boiling Point
114.00 to 115.00 °C. @ 760.00 mm Hg
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (95.5%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1646 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanoic acid, 3-methyl-, methyl ester
Regulation (EC) No 1831/2003 (amended)
Butanoic acid, 3-methyl-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - Butanoic acid, 3-methyl-, methyl ester: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Health Hazards
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
· May cause toxic effects if inhaled or absorbed through skin.
DOT ID and Guide2400 130
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Alerts
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationButanoic acid, 3-methyl-, methyl ester: ACTIVE
Applications
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.
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.
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.
Preparation methods
PreparationBy esterification of isovaleric acid with methyl alcohol at the boil in the presence of concentrated H2SO4.
Upstream & downstream products
Related reactions
8 records
Compound notes
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