Basic information
- CAS
2198-61-0- Standard SMILES
CCCCCC(=O)OCCC(C)C- InChIKey
XVSZRAWFCDHCBP-UHFFFAOYSA-N- Molecular formula
- C11H22O2
- Average molar mass
- 186.29 g/mol
- Monoisotopic mass
- 186.16197994
Overview
3-methylbutyl hexanoate is a fatty acid ester obtained by the formal condensation of the carboxy group of hexanoic acid (caproic acid) with the alcoholic hydroxy group of 3-methylbutan-1-ol (isoamylol). It has a role as a metabolite and a fragrance. It is functionally related to an isoamylol.
Names & identifiers
- Preferred name
- Isoamyl hexanoate
- IUPAC
- 3-methylbutyl hexanoate
- English name
- ISOAMYL HEXANOATE
- Molecular formula
- C11H22O2
- Molecular weight
- 186.29
Names & synonyms
Isopentyl hexanoateISOAMYL HEXANOATE2198-61-03-Methylbutyl hexanoateIsoamyl caproateHexanoic acid, 3-methylbutyl esterIsopentyl caproateIsopentyl-n-hexanoateHexanoic acid, isopentyl esterIsopentyl alcohol, hexanoateFEMA No. 2075Isoamyl hexanoate (natural)
Show more names
FEMA 2075ISOAMYLCAPRONATIsoaMyl HexanoatIsopentylhexanoatIsoamyl Carproate
3-methylbutyl caproate694171CHWHEINECS 218-600-8BRN 1760611AI3-00573ISOAMYL HEXANOATE [FCC]DTXSID7062245ISOAMYL HEXANOATE [FHFI]
Database identifiers
- CAS
2198-61-0、88164-61-8- PubChem CID
- 16617
- DTXSID
DTXSID7062245- ChEMBL
CHEMBL4647691- ChEBI
CHEBI:87542- UNII
- 694171CHWH
- EC Number
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 8
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 130
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]
FragrancesFragrance Ingredient (Isoamyl hexanoate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.858 - 0.863
Flavoring AgentsEU Flavoring substances
Solubility
Soluble in ethanol and fixed oils, insoluble in glycerol, propylene glycol and water
1ml in 3ml 80% ethanol (in ethanol)
Boiling Point
225.00 to 226.00 °C. @ 760.00 mm Hg
222 °C
Refractive Index1.418 - 1.422
Physical DescriptionColourless liquid with a fruity odour
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
This chemical does not meet GHS hazard criteria for 100% (1632 of 1632) of all reports.
Not Classified
Aggregated GHS information provided per 1632 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Hexanoic acid, 3-methylbutyl ester
Regulation (EC) No 1831/2003 (amended)
Hexanoic acid, 3-methylbutyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Hexanoic acid, 3-methylbutyl ester: Human health tier I assessment
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- MO8389300
- hs_code
- 29349990
- Toxicity
- LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationHexanoic acid, 3-methylbutyl ester: ACTIVE
Applications
DescriptionIsoamyl hexanoate has a fruity odor. May be prepared by esterification of caproic acid with the isomeric amyl alcohols obtained from fusel oil and other sources.
OccurrenceReported found in rind of California orange, apple, apricot, banana, grapefruit peel, grapes, pineapple, strawberry, cheeses, beer, cognac, rum, whiskies, sherry, grape wines, passion fruit, plum, brandy (plum, pear and apple), strawberry and bilberry wine, cherimoya, and mastic gum leaf and fruit oil.
UsesIsoamyl Hexanoate is a synthetic flavoring agent that is a stable, colorless liquid of fruity odor. It is soluble in alcohol, fixed oils, and mineral oil. Storage should be in glass, tin, or resin-lined containers. It is used in fruit flavors such as banana and pineapple for applications in desserts, candy, and ice cream at 4–22 ppm.
Preparation methods
PreparationBy esterification of caproic acid with the isomeric amyl alcohols obtained from fusel oil and other sources.
Upstream & downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…