Isopulegyl acetate
Basic information
- CAS
57576-09-7- Standard SMILES
C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(C)=O- InChIKey
HLHIVJRLODSUCI-ADEWGFFLSA-N- Molecular formula
- C12H20O2
- Average molar mass
- 196.29 g/mol
- Monoisotopic mass
- 196.14632988
Overview
Isopulegol acetate is a p-menthane monoterpenoid.
Names & identifiers
- Preferred name
- Isopulegyl acetate
- IUPAC
- [(1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexyl] acetate
- English name
- ISOPULEGOL ACETATE
- Molecular formula
- C12H20O2
- Molecular weight
- 196.29
Names & synonyms
Isopulegyl acetate57576-09-7FEMA No. 2965R3C4VQ5WQM[(1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexyl] acetateNSC-403868DTXSID60904398Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, 1-acetate, (1R,2S,5R)-((1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexyl) acetateRefChem:792271DTXCID401333553260-820-1
Show more names
FEMA 2965IsopulegylacetatISOPULEGYL ACETATE(RG)P-MENTH-8-EN-3-YL-ACETATEISOPULEGOL ACETATE, NATURALCyclohexanol, 5-methyl-2-(1-methylaceticacid(L)-p-menth-8-en-3-ylester
Isopulegol acetateISOPULEGOLACETATE(1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl acetateneo-iso-isopulegol acetateUNII-R3C4VQ5WQMp-Menth-8-en-3-ol acetateCyclohexanol, 5-methyl-2-(1-methylethenyl)-, acetate, (1R,2S,5R)-NSC403868
Database identifiers
- CAS
57576-09-7、89-49-6- PubChem CID
- 94579
- DTXSID
DTXSID60904398- ChEMBL
CHEMBL3120645- ChEBI
CHEBI:172063- UNII
- R3C4VQ5WQM
- EC Number
- 260-820-1
- Nikkaji
- J296.736G
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 232
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Isopulegyl acetate) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.929-0.936
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water; soluble in oils
miscible (in ethanol)
Boiling Point232 °C; 104-105 °C (10 mm Hg)
Refractive Index1.454-1.457
Physical DescriptionColourless liquid, fresh, green-minty, leafy, sweet fruity odour
Physicochemical properties
- Melting point
- 85 °C · 85°C
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 > 99.9% (1625 of 1626) of all reports.
Not Classified
Aggregated GHS information provided per 1626 reports by companies from 2 notifications to the ECHA C&L Inventory.
Danger
H351: Suspected of causing cancer [Warning Carcinogenicity]
P203, P260, P264, P270, P280, P318, P319, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, acetate, [1R-(1.alpha.,2.beta.,5.alpha.)]-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, acetate, (1R,2S,5R)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Pulegone and related substances: Human health tier II assessment
Hazard Classes and Categories
Not Classified
Carcinogenicity - category 2
Safety data
- tsca
- TSCA listed
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationCyclohexanol, 5-methyl-2-(1-methylethenyl)-, 1-acetate, (1R,2S,5R)-: ACTIVE
Applications
OccurrenceReported found in buchu and peppermint oils.
Preparation methods
PreparationBy prolonged heating of citronellal with acetic anhydride (with or without sodium acetate)
Additional notes
DefinitionChEBI: Isopulegol acetate is a p-menthane monoterpenoid.
Suppliers
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Related reactions
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Compound notes
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