Isobutyl angelate
Basic information
- CAS
7779-81-9- Standard SMILES
C/C=C(/C)C(=O)OCC(C)C- InChIKey
XDEGQMQKHFPBEW-YVMONPNESA-N- Molecular formula
- C9H16O2
- Average molar mass
- 156.22 g/mol
- Monoisotopic mass
- 156.11502975
Overview
Isobutyl angelate is a fatty acid ester.
Names & identifiers
- Preferred name
- Isobutyl angelate
- IUPAC
- 2-methylpropyl (Z)-2-methylbut-2-enoate
- English name
- Isobutyl angelate
- Molecular formula
- C9H16O2
- Molecular weight
- 156.22
Names & synonyms
Isobutyl angelate7779-81-9(Z)-isobutyl 2-methylbut-2-enoate2-methylpropyl (Z)-2-methylbut-2-enoateAngelic acid, isobutyl esterFEMA No. 2180Isobutyl cis-2-methyl-2-butenoate2-methylpropyl (2Z)-2-methylbut-2-enoateIsobutyl 2-methylisocrotonate2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (2Z)-7OR98SJS392-Methylpropyl 2-methyl-2-butenoate, (Z)-
Show more names
FEMA 2180Isobutyl Angelate >ISOBUTYL ANGELATE 97+%2-Methylpropyl angelateANGELIC ACID ISOBUTYL ESTERISOBUTYL ANGELATE USP/EP/BPisobutyl (Z)-2-methylbut-2-enoate
2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (Z)-Isobutyl 2-methylcrotonoate, (Z)-EINECS 231-941-7Crotonic acid, 2-methyl-, isobutyl ester, (Z)-ISOBUTYL ANGELATE [FHFI]DTXSID40884422Isobutyl (Z)-2-Methyl-2-butenoateRefChem:791618
Database identifiers
- CAS
7779-81-9- PubChem CID
- 5367807
- DTXSID
DTXSID40884422- ChEBI
CHEBI:171755- UNII
- 7OR98SJS39
- EC Number
- 231-941-7
- Nikkaji
- J68.564J
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 157
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
FragrancesFragrance Ingredient (Isobutyl angelate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.874-0.880
Flavoring AgentsEU Flavoring substances
Solubility
very slightly
Insoluble in water; soluble in oils
soluble (in ethanol)
Boiling Point
176.00 to 177.00 °C. @ 760.00 mm Hg
176-177 °C
Refractive Index1.438-1.446
Physical DescriptionColourless liquid; winey, fruity aroma
Physicochemical properties
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 85.1% (235 of 276) of all reports.
Warning
H226 (14.9%): 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 276 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (Z)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (2Z)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (Z)-: Environment tier I assessment
Hazard Classes and CategoriesFlam. Liq. 3 (14.9%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3272 3/PG 3
- hs_code
- 2916199590
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 26-36/37/39
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 Information2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (2Z)-: ACTIVE
Applications
DescriptionIsobutyl angelate has a faint, pleasant, chamomile-like odor and flavor. May be synthesized by esterification of isobutyl alcohol with angelic acid.
UsesIsobutyl Angelate is found in Achillea ligustica Asteraceae essential oils which is an antimicrobial against oral microorganisms.
Preparation methods
PreparationIsobutyl angelate is prepared by direct esterification of iso-Butylalcohol with Angelic acid.
Upstream & downstream products
Downstream products
Additional notes
ChEBI: Isobutyl angelate is a fatty acid ester.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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