Basic information
- CAS
105-79-3- Standard SMILES
CCCCCC(=O)OCC(C)C- InChIKey
UXUPPWPIGVTVQI-UHFFFAOYSA-N- Molecular formula
- C10H20O2
- Average molar mass
- 172.26 g/mol
- Monoisotopic mass
- 172.14632988
Overview
Isobutyl caproate appears as a liquid. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.
Names & identifiers
- Preferred name
- Isobutyl hexanoate
- IUPAC
- 2-methylpropyl hexanoate
- English name
- Isobutyl hexanoate
- Molecular formula
- C10H20O2
- Molecular weight
- 172.26
Names & synonyms
Isobutyl hexanoateIsobutyl caproate2-METHYLPROPYL HEXANOATEHexanoic acid, 2-methylpropyl esterFEMA No. 2202Isobutyl caproate (natural)UNII-2A3X4W9GZ0EINECS 203-332-62A3X4W9GZ0DTXSID0059322CHEBI:87421AI3-24254
Show more names
Isobutylhexanoatsobutyl hexanoateBUTYL ISO, CAPROATEBUTYL ISO, HEXANOATEISOBUTYL N-HEXANOATEIsobutyl n-Caproate
ISOBUTYL HEXANOATE [FCC]FEMA 2202ISOBUTYL HEXANOATE [FHFI]Isobutyl caproic acidRefChem:1490852-Methylpropyl hexanoic acidHexanoate 2-methylpropyl esterDTXCID3032919
Database identifiers
- CAS
105-79-3- PubChem CID
- 7775
- DTXSID
DTXSID0059322- ChEMBL
CHEMBL4647902- ChEBI
CHEBI:87421- UNII
- 2A3X4W9GZ0
- EC Number
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 7
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 119
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]
FragrancesFragrance Ingredient (Isobutyl hexanoate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.854-0.858
Flavoring AgentsEU Flavoring substances
Solubility1 ml in 2 ml 80% alcohol (in ethanol)
Boiling Point200 °C
Refractive Index1.410-1.418
Physical Description
Isobutyl caproate appears as a liquid. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.
clear, colourless to yellowish liquid with a fruity, cocoa 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 78.2% (147 of 188) of all reports.
Warning
H315 (21.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 188 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Hexanoic acid, 2-methylpropyl ester
Hexanoic acid, 2-methylpropyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Hexanoic acid, 2-methylpropyl ester: Human health tier I assessment
DOT LabelCombustible Liquid
Fire HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Health HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Profile
ISOBUTYL CAPROATE 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.
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, 2-methylpropyl ester: ACTIVE
Applications
DescriptionIsobutyl hexanoate has a fruity odor with a cocoa-like undertone. May be synthesized by direct esterifiication.
OccurrenceReported found in banana, grapes, apple, apricot, beer, rum, cognac, malt whiskey, cider, sherry, grape wines, passion fruit, apple brandy, plum wine, quince, sea buckthorn (Hippophae rhamnoides L.), spineless monkey orange and Chinese quince peel
UsesIsobutyl hexanoate is used extensively in flavor compositions, primarily in imitation Pineapple, but also in Apple, Grape and other fruity types. It is occasionally used for special effects in Oriental fragrances, mainly as a modifier in the fruity complex and topnote. The concentration of this ester in the finished consumer product will normally be about 8 ppm.
General DescriptionA liquid. Flash point 198°F. Insoluble in water and less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.
Preparation methods
PreparationBy direct esterification of heptanoic acid with isobutyl alcohol or by treating heptanoic acid and isobutyl alcohol in the presence of defatted Chelidonium majus seeds at 20°C for 3 days.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…