Basic information
- CAS
15932-80-6- Standard SMILES
CC(C)=C1CCC(C)CC1=O- InChIKey
NZGWDASTMWDZIW-UHFFFAOYSA-N- Molecular formula
- C10H16O
- Average molar mass
- 152.23 g/mol
- Monoisotopic mass
- 152.12011513
Overview
P-menth-4(8)-en-3-one is a p-menthane monoterpenoid that is cyclohexan-1-one substituted by a methyl group at position 5 and a propan-2-ylidene group at position 2. It has a role as a volatile oil component and a plant metabolite. It is a p-menthane monoterpenoid and an enone.
Names & identifiers
- Preferred name
- p-Menth-4(8)-en-3-one
- IUPAC
- 5-methyl-2-propan-2-ylidenecyclohexan-1-one
- English name
- 2-isopropylidene-5-methylcyclohexanone
- Molecular formula
- C10H16O
- Molecular weight
- 152.23
Names & synonyms
p-Menth-4(8)-en-3-one(+-)-Pulegone2-Isopropylidene-5-methylcyclohexanone4(8)-p-Menthen-3-one5-Methyl-2-(1-methylethylidene)cyclohexanoneCyclohexanone, 5-methyl-2-(1-methylethylidene)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one5-Methyl-2-isopropylidenecyclohexanone(RS)-PULEGONEDES3HN9CU5EINECS 240-070-1CHEBI:26381
Show more names
DL-pulegonePARA-MENTH-4(8)-EN-3-ONECyclohexanone,5-methyl-2-(D-PARA-MENTH-4(8)-EN-3-ONEVerapamil Hydrochloride-d61-METHYL-4-ISOPROPYLIDENE-2-CYCLOHEXANONE5-Methyl-2-(propan-2-ylidene)-cyclohexanone
RefChem:858104PULEGONE, (+-)-240-070-115932-80-65-methyl-2-propan-2-ylidenecyclohexan-1-oned-p-Menth-4(8)-en-3-one1-Isopropylidene-4-methyl-2-cyclohexanone1-Methyl-4-isopropylidene-3-cyclohexanone
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 197
Experimental & physicochemical properties
FragrancesFragrance Ingredient ((+/-)-Pulegone) -> IFRA transparency List
LogP3.08
Density0.927-0.939
Solubility
insoluble in water; soluble in oils; miscible to soluble in alcohol
miscible (in ethanol)
Boiling Point224 °C
Refractive Index1.483-1.491
Physical DescriptionColourless to yellow liquid, herbaceous-minty, resinous odour
Physicochemical properties
- Boiling point
- 234.73 °C · 234.73°C (rough estimate)
- Density
- 0.9367 · 0.9367
- refractive index
- 1.4869 · 1.4869 (estimate)
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
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1619 reports by companies from 2 notifications to the ECHA C&L Inventory.
Warning
H302 (96.1%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory InformationChemical: Cyclohexanone, 5-methyl-2-(1-methylethylidene)-
Other Safety InformationIMAP assessments - Pulegone and related substances: Human health tier II assessment
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute Tox. 4 (96.1%)
Acute toxicity (ingestion) - category 3
Safety data
- tsca
- TSCA listed
- hs_code
- 2914290090
- Toxicity
- mouse,LD50,intraperitoneal,150mg/kg (150mg/kg),National Technical Information Service. Vol. AD691-490,
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
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
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationCyclohexanone, 5-methyl-2-(1-methylethylidene)-: ACTIVE
Applications
Uses(RS)-Pulegone is an intermediate in the synthesis of Δ6a,10a-Tetrahydrocannabinol (T298635), a synthetic cannabinoid with psychoactive properties.
Suppliers7 total
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
泰州申合泰尔生物医药有限公司0523-86819336; 13357797105 · [email protected]
上海问彩新材料科技有限公司15721586846 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
安徽芸赫菲香料有限公司15755158983 15755158983 · [email protected]
Related reactions
3 records
Compound notes
Loading…