Basic information
- CAS
6378-65-0- Standard SMILES
CCCCCCOC(=O)CCCCC- InChIKey
NCDCLPBOMHPFCV-UHFFFAOYSA-N- Molecular formula
- C12H24O2
- Average molar mass
- 200.32 g/mol
- Monoisotopic mass
- 200.17763
Overview
Hexyl hexanoate is a hexanoate ester obtained by the formal condensation of the carboxy group of hexanoic acid (caproic acid) with hexan-1-ol. It is a constituent found in passion fruit, apples, strawberries and wine. It has a role as a volatile oil component, a flavouring agent, a fragrance and a plant metabolite. It is functionally related to a hexan-1-ol.
Names & identifiers
- Preferred name
- Hexyl Hexanoate
- IUPAC
- hexyl hexanoate
- English name
- Hexyl hexanoate
- Molecular formula
- C12H24O2
- Molecular weight
- 200.32
Names & synonyms
HEXYL HEXANOATE6378-65-0Hexyl caproateHexanoic acid, hexyl estern-Hexyl hexanoateHexyl hexoateFEMA No. 2572hexyl capronateDTXSID3047552GI6FE1QMW6BRN 1762037NSC-53799
Show more names
Hexanoicacid,hexylesterFEMA 2572HexylhexanoatHEXYLCAPRONAT
CHEBI:156492RefChem:1113278228-952-4Hexanoic Acid Hexyl Estern-Hexyl n-hexanoateCapryl caproaten-Hexyl caproateHexyl n-hexanoate
Database identifiers
- CAS
6378-65-0- PubChem CID
- 22873
- DTXSID
DTXSID3047552- ChEMBL
CHEMBL3187323- ChEBI
CHEBI:156492- UNII
- GI6FE1QMW6
- EC Number
- 228-952-4
- Nikkaji
- J54.007B
Properties
Computed structural properties
- XLogP
- 4.4
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 10
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 132
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]
SpringerMaterials PropertiesDensity
FragrancesFragrance Ingredient (Hexyl hexanoate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.855-0.863(20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water
1 ml in 2 ml 70% alcohol (in ethanol)
Boiling Point
245.00 to 246.00 °C. @ 760.00 mm Hg
244-246 °C
Melting Point-55.00 °C. @ 760.00 mm Hg
Refractive Index1.420-1.430
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 92% (184 of 200) of all reports.
Not Classified
Aggregated GHS information provided per 200 reports by companies from 4 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Hexanoic acid, hexyl ester
Hexanoic acid, hexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanoic acid, hexyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Hexyl hexanoate (EC: 228-952-4)
Hexanoic acid, hexyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Hexanoic acid, hexyl 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
- MO8385000
- hs_code
- 29159000
- risk_code
- 36/37/38
- safety_code
- 26-36/37/39-24/25
- Storage Class
- 10 - Combustible liquids
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
U.S. Production2020: 135 lb
Consumer UsesFragrance
Household ProductsInformation on 11 consumer products that contain Hexyl Hexanoate in the following categories is provided:
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, hexyl ester: ACTIVE
Applications
DescriptionHexyl hexanoate has a herbaceous odor. May be synthesized by passing n-hexyl alcohol over CuO + UO3 catalyst at 220 - 310°C, or by treating n-hexyl alcohol with Ca(Br03)2 and diluted aqueous HBr at 30°C.
OccurrenceReported found in apple, apricot, banana, sweet cherry, orange peel oil, guava, grapes, melon, papaya, strawberry fruit and jam, tomato, Parmesan cheese, rum, cider, sherry, grape wine, black tea, passion fruit, plum, mushroom, starfruit, quince, cherimoya, mountain papaya, black choke cherry, spineless monkey orange, Chinese quince peel and hog plum (Spondias mombins L.)
UsesHexyl hexanoate is probably more often used in flavor compositions, mainly in fruit flavors to add freshness and a touch of green note to various berry and fruit imitations flavors. It gives good effects in Strawbemy, a flavor in which the Hexyl family plays an important role. Concentrations are usually as low as 2 to 10 ppm in the finished product. Approved for use in food flavors by the American F.R.
Related reactions
9 records
Compound notes
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