Basic information
- Standard SMILES
CC1CCC(C(C)C)C(=O)C1- InChIKey
NFLGAXVYCFJBMK-UHFFFAOYSA-N- Molecular formula
- C10H18O
- Average molar mass
- 154.25 g/mol
- Monoisotopic mass
- 154.1357652
Overview
P-menthan-3-one is a p-menthane monoterpenoid that is p-menthane substituted by an oxo group at position 3. It has a role as a volatile oil component and a plant metabolite.
Names & identifiers
- Preferred name
- p-Menthan-3-one
- IUPAC
- 5-methyl-2-propan-2-ylcyclohexan-1-one
- English name
- Menthone
- Molecular formula
- C10H18O
- Molecular weight
- 154.25
Names & synonyms
10458-14-7p-Menthan-3-one2-Isopropyl-5-methylcyclohexanone5-Methyl-2-(1-methylethyl)cyclohexanone5-Methyl-2-(isopropylcyclo)hexanoneNSC 1131345-Methyl-2-(isopropyl)cyclohexanoneEINECS 233-944-9CHEBI:36742DTXSID808591545-methyl-2-(propan-2-yl)cyclohexanoneRefChem:858108
Show more names
DL-MENTHONEMENTHONEp-menthan-MENTHONE 95MENTHONE(AS)(+/-)-MENTHONE
DTXCID00209894233-944-9Cyclohexanone, 5-methyl-2-(1-methylethyl)-5-methyl-2-propan-2-ylcyclohexan-1-one491-07-62-Isopropyl-5-methyl-cyclohexanone5-methyl-2-(propan-2-yl)cyclohexan-1-onep-Menthanone
Database identifiers
- CAS
10458-14-7、18309-28-9、491-07-6- PubChem CID
- 6986
- DTXSID
DTXSID80859154- ChEMBL
CHEMBL1719455- ChEBI
CHEBI:36742- EC Number
- 207-727-4、233-944-9、242-194-1、905-013-3
- Nikkaji
- J633E
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 149
Experimental & physicochemical properties
DrugsPharmaceuticals
SpringerMaterials PropertiesBoiling point
Fragrances
Fragrance Ingredient (d,l-Isomenthone) -> IFRA transparency List
Fragrance Ingredient (Menthone) -> IFRA transparency List
Density0.895-0.925
Flavoring Agents
EU Flavoring substances
EU Flavoring substances
Solubility(in ethanol)
Boiling Point210 °C
Refractive Index1.449-1.451
Physical Descriptioncolourless slightly oily liquid with a peppermint odour
Physicochemical properties
- Melting point
- -6 °C · -6 °C
- Boiling point
- 85 · 85-88 °C/12 mmHg (lit.)
- Density
- 0.896 g/mL · 0.896 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.450
- FEMA
- 2667 · 2667 | MENTHONE
- FLAVIS Number
- 7.059 · 07.059 | p-Menthan-3-one
- Flash point
- 69 °C · 69 °C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Liquid
- color
- Clear colorless
- Specific Gravity
- 0.9 · 0.90
- Odor
- minty
- optical activity
- -7 · [α]/D -7.0±5°, neat
- Water Solubility
- Slightly soluble in water
- JECFA Number
- 429 · 429
- BRN
- 774527 · 774527
- Major Application
- cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3
- InChIKey
- NFLGAXVYCFJBMK-UHFFFAOYSA-N
- SMILES
- CC(C)C1CCC(C)CC1=O
- LogP
- 2.63 · 2.63
- CAS DataBase Reference
- 10458 · 10458-14-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- NIST Chemistry Reference
- 5 · Cyclohexanone, 5-methyl-2-(1-methylethyl)-(10458-14-7)
- EPA Substance Registry System
- 5 · Cyclohexanone, 5-methyl-2-(1-methylethyl)- (10458-14-7)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H319-H334-H412
- Precautionary statements
- 261 · P261-P264-P270-P273-P301+P312-P305+P351+P338
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36-43-52/53
- Safety Statements
- 24 · 24/25-61-36/37-26
- RIDADR
- 1993 · NA 1993 / PGIII
- WGK Germany
- 3 · 3
- RTECS
- 9541500 · OS9541500
- HS Code
- 29142990 · 29142990
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Resp. Sens. 1
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 5.3% (87 of 1631) of reports.
Warning
H315 (88.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1631 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Cyclohexanone, 5-methyl-2-(1-methylethyl)-, cis-
Regulation (EC) No 1831/2003 (amended)
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 03-09-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/10792
2-Isopropyl-5-methylcyclohexanone: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Menthone and isomenthone: Human health tier II assessment
Hazard Classes and Categories
Skin Irrit. 2 (88.8%)
Flam. Liq. 3 (86.3%)
Skin Irrit. 2 (50%)
Skin irritation - category 2
Safety data
- wgk
- 3
- rtecs
- OS9541500
- ridadr
- NA 1993 / PGIII
- hs_code
- 29142990
- risk_code
- 22-36-43-52/53
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 24/25-61-36/37-26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H319-H334-H412
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Resp. Sens. 1
- Precautionary statements
- P261-P264-P270-P273-P301+P312-P305+P351+P338
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 104 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Household Products
Information on 11 consumer products that contain Isomenthone in the following categories is provided:
Information on 9 consumer products that contain P-Menthanone in the following categories is provided:
Use Classification
Fragrance Ingredients
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Not Known or Reasonably Ascertainable
Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-: ACTIVE
Applications
UsesMenthone has been used in the following studies:To prepare the model flavor mix in a study to investigate the release of various aroma compounds in xanthan-thickened food model systems having different viscosities. As standard in the quantification of volatile constituents and odour-activity value (OAV) in ′Marion′ and ′Black Diamond′. Modified semisolid agar antifungal susceptibility method (SAAS) to investigate the anti-fungal activities of various cyclic terpenes against Fusarium verticillioides MRC 826.
General DescriptionMenthone is a cyclic oxygenated terpene and its antioxidant potential has been evaluated. It is one of the key active component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
成都彼样生物科技有限公司18108052721 · [email protected]
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Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
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Additional notes
DefinitionChEBI: P-menthan-3-one is a p-menthane monoterpenoid that is p-menthane substituted by an oxo group at position 3. It has a role as a plant metabolite and a volatile oil component.
Related reactions
2 records
Linked notes
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