Basic information
- CAS
619-01-2- Standard SMILES
C=C(C)C1CCC(C)C(O)C1- InChIKey
KRCZYMFUWVJCLI-UHFFFAOYSA-N- Molecular formula
- C10H18O
- Average molar mass
- 154.25 g/mol
- Monoisotopic mass
- 154.13576519
Overview
Dihydrocarveol is a p-menthane monoterpenoid that is the dihydro derivative of carveol. It has a role as an acaricide, a volatile oil component and a plant metabolite. It is a p-menthane monoterpenoid and a secondary alcohol. It is functionally related to a carveol.
Names & identifiers
- Preferred name
- 2-Methyl-5-(1-methylethenyl)cyclohexanol
- IUPAC
- 2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol
- English name
- Dihydrocarveol
- Molecular formula
- C10H18O
- Molecular weight
- 154.25
Names & synonyms
2-Methyl-5-(1-methylethenyl)cyclohexanol2-methyl-5-(1-methylvinyl)cyclohexan-1-olRefChem:587704Dihydrocarveol619-01-21,6-Dihydrocarveol2-methyl-5-(prop-1-en-2-yl)cyclohexanol8-p-Menthen-2-olNeodihydrocarveolCyclohexanol, 2-methyl-5-(1-methylethenyl)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-oldihydro carveol
Show more names
p-Ment-8-en-2-olFEMA 2379CARHYDRANOLihydrocarveol
6-Methyl-3-isopropenylcyclohexanolMenth-8-en-2-ol2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol1-Dihydrocarveolp-MENTH-8-EN-2-OLMFCD000015035-Isopropenyl-2-methylcyclohexanolN-Benzyl-2-[2-methyl-5-(4-methylphenyl)-2,3-dihydro-1,3,4-thiadiazol-2-yl]acetamide
Database identifiers
- CAS
619-01-2- PubChem CID
- 12072
- DTXSID
DTXSID60862303- ChEBI
CHEBI:50215
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 151
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Dihydrocarveol (isomer unspecified)) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.921-0.926
Flavoring AgentsEU Flavoring substances
Solubility
soluble in alcohol and most fixed oils; insoluble in water
(in ethanol)
Boiling Point225 °C (d-isomer 222-223)
Refractive Index1.477-1.481
Physical Descriptionalmost colourless, oily liquid with a spearmint-like odour
Physicochemical properties
- Boiling point
- 224 · 224-225 °C(lit.)
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 55.6% (89 of 160) of all reports.
Warning
H315 (44.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 160 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Cyclohexanol, 2-methyl-5-(1-methylethenyl)-
Cyclohexanol, 2-methyl-5-(1-methylethenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Cyclohexanol, 2-methyl-5-(1-methylethenyl)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (44.4%)
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- OT0175150
- risk_code
- 38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- Hazard statements
- H335-H315-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationCyclohexanol, 2-methyl-5-(1-methylethenyl)-: ACTIVE
Applications
OccurrenceReported found (free or esterified) in the essential oils Mentha longifolia, Mentha verticillata, Artemisia juncea, caraway (Mentha virdis var. sativa) cultivated in Calabria, spearmint oil and spearmint scotch oil. Also reported found in black tea, dill herb, celery leaf and stalk, caraway seed and rosemary.
UsesOccasionally used in perfume compositions, mainly as a trace ingredient in heavy floral types, Gardenia, Tuberose, and in Geranium bases, woody complexes, etc. It blends well with the lonones, Sandalwood oil, the “Rose” alcohols, etc. This alcohol finds more usc in flavor compositions, mainly for imitation Pepper, Caraway, Mint (compositions), Spice blends and in various Liqueur flavors. The concentration in aicoholic beverages may be as high as 500 ppm.
Preparation methods
PreparationBy reducing carvone and separating the resulting isomers
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers60 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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