Basic information
- CAS
539-90-2- Standard SMILES
CCCC(=O)OCC(C)C- InChIKey
RGFNRWTWDWVHDD-UHFFFAOYSA-N- Molecular formula
- C8H16O2
- Average molar mass
- 144.21 g/mol
- Monoisotopic mass
- 144.11502975
Overview
Isobutyl butyrate is a butyrate ester resulting from the formal condensation of butanoic acid with isobutanol. It is used as a food flavour ingredient for apple, banana, peach and pinapple flavours in ice cream and confectionery. It has a role as a metabolite and a flavouring agent. It is functionally related to an isobutanol.
Names & identifiers
- Preferred name
- Isobutyl butyrate
- IUPAC
- 2-methylpropyl butanoate
- English name
- Isobutyl butyrate
- Molecular formula
- C8H16O2
- Molecular weight
- 144.21
Names & synonyms
Isobutyl butyrate539-90-22-Methylpropyl butanoateIsobutyl n-butyrateButanoic acid, 2-methylpropyl esterIsobutyl butyrate (natural)EINECS 208-729-8UNII-827NDQ0P0WBRN 1747322827NDQ0P0Wiso-Butyl n-butyrateAI3-11267
Show more names
isobutyl butanoateNatural Isobutyl butyrateButanoicacid,2-methylpropylesterNSC 406938Isobutylbutyratmethyt butyrateIsobuyl Butyrate
NSC-406938ISOBUTYL BUTYRATE [FCC]DTXSID8047557CHEBI:87683FEMA 2187ISOBUTYL N-BUTYRATE [MI]4-02-00-00790 (Beilstein Handbook Reference)Isobutyl butanoic acid
Database identifiers
- CAS
539-90-2- PubChem CID
- 10885
- DTXSID
DTXSID8047557- ChEMBL
CHEMBL4648429- ChEBI
CHEBI:87683- UNII
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 97.4
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Isobutyl butyrate) -> IFRA transparency List
LogP2.760
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.858-0.863
Flavoring AgentsEU Flavoring substances
Solubility
soluble in most fixed oils; slightly soluble in water; insoluble in glycerol
1 ml in 8 ml 60% alcohol (in ethanol)
Boiling Point
156.90 °C. @ 760.00 mm Hg
157-158 °C
Refractive Index1.402-1.405
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 (100%): 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 1510 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanoic acid, 2-methylpropyl ester
Regulation (EC) No 1831/2003 (amended)
Butanoic acid, 2-methylpropyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Butanoic acid, 2-methylpropyl ester: Environment tier I assessment
DOT Hazard Classification
Isobutyl butyrate
Marine pollutant
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- ET5020000
- ridadr
- UN 3272 3/PG 3
- hs_code
- 29156000
- risk_code
- 10-50/53-52/53
- Signal word
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationButanoic acid, 2-methylpropyl ester: ACTIVE
Applications
DescriptionIsobutyl butyrate has a fruity odor reminiscent of apple or pineapple and a sweet flavor reminiscent of rum. May be prepared by esterification of butyric acid with isobutyl alcohol in the presence of concentrated H2S04; or by enzymatic action of hog pancreas on a mixture of isobutyl alcohol and butyric acid in the absence of water.
UsesGB 27601-1996 specifies isobutyl butyrate as a permitted edible flavoring. It is mainly used to formulate peach, apricot, and berry flavorings.
General DescriptionIsobutyl butyrate is an aliphatic ester that can be used as a food flavoring agent. It is one of the volatile flavor compounds produced in ripening bananas.
Preparation methods
PreparationBy esterification of butyric acid with isobutyl alcohol in the presence of concentrated H2SO4, or by enzymatic action of hog pancreas on a mixture of isobutyl alcohol and butyric acid in the absence of water.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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