Basic information
- CAS
109-19-3- Standard SMILES
CCCCOC(=O)CC(C)C- InChIKey
AYWJSCLAAPJZEF-UHFFFAOYSA-N- Molecular formula
- C9H18O2
- Average molar mass
- 158.24 g/mol
- Monoisotopic mass
- 158.13067981
Overview
Butyl 3-methylbutanoate is a fatty acid ester.
Names & identifiers
- Preferred name
- Butyl isovalerate
- IUPAC
- butyl 3-methylbutanoate
- English name
- Butyl isovalerate
- Molecular formula
- C9H18O2
- Molecular weight
- 158.24
Names & synonyms
BUTYL ISOVALERATEButyl 3-methylbutanoateButyl isopentanoaten-Butyl isovalerate1-Butyl isovalerateButyl isovalerianateButyl 3-methylbutyraten-Butyl isopentanoateIsovaleric acid, butyl esterButanoic acid, 3-methyl-, butyl estern-Butyl 3-methylbutanoateFEMA No. 2218
Show more names
FEMA 2218ButylisovaleratBUTYLISOVALERIANAT1-butylisovaleraten-butylisopentanoate
Butyl isovalerate (natural)4UX6V9QM2Jn-Butyl iso-valerateNSC 6187HSDB 6383UNII-4UX6V9QM2JEINECS 203-654-7BRN 1752803
Database identifiers
- CAS
109-19-3- PubChem CID
- 7981
- DTXSID
DTXSID9047621- ChEBI
CHEBI:89723- UNII
- 4UX6V9QM2J
- EC Number
- 203-654-7
- Nikkaji
- J1.502D
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 108
Experimental & physicochemical properties
Chemical ClassesFlammable agents - 2nd degree
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]
SolventsSolvents -> Esters (<C12)
SpringerMaterials PropertiesDensity
FragrancesFragrance Ingredient (Butyl isovalerate) -> IFRA transparency List
TasteSweet apple-like taste
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
0.87
0.856-0.859
Flavoring AgentsEU Flavoring substances
Color/FormLiquid
Solubility
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (97.4%): 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 1684 reports by companies from 7 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanoic acid, 3-methyl-, butyl ester
Regulation (EC) No 1831/2003 (amended)
Butanoic acid, 3-methyl-, butyl 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-, butyl ester: Human health tier I assessment
Fire PotentialFire hazard: Moderate, via heat, flame (sparks) & oxidizers.
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin irritant; [SAX] A mild skin irritant; [RTECS]
FDA Requirements
Synthetic flavoring substances and adjuvants: Synthetic flavoring substances and adjuvants may be safely used in food in accordance with the following conditions. a) They are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice. b) They conisist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part. /Butyl isovalerate is one of many compounds listed/.
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
UsesReportedly present in the oils of two Australian plants; Used as flavoring ingredient; [HSDB]
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationButanoic acid, 3-methyl-, butyl ester: ACTIVE
Applications
DescriptionButyl Isovalerate is a clear liquid. Molecularweight =158.27; Boiling point = 150℃; Flash point =53℃. Hazard Identification (based on NFPA 704 M RatingSystem): Health 0, Flammability 2, Reactivity 0. Insolublein water.
OccurrenceReported found in the oil from leaves of Eriostemon coxii and Phebalium dentatum; also in apricot, banana, cheeses, olive and plum.
UsesButyl isovalerate is occasionally used in flavor compositions, mainly in Chocolate flavors and fantasy fruit or Tutti-frutti, etc. Concentrations are normally about 50 ppm in the finished product.
Preparation methods
PreparationBy prolonged boiling of the acid with n-butyl alcohol in benzene in the presence of concentrated H2SO4. By direct esterification of n-Butanol with iso-Valerie acid under azeotropic conditions.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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