Basic information
- CAS
1074-95-9- Standard SMILES
CC(C)[C@@H]1CC[C@H](C)CC1=O- InChIKey
NFLGAXVYCFJBMK-IUCAKERBSA-N- Molecular formula
- C10H18O
- Average molar mass
- 154.25 g/mol
- Monoisotopic mass
- 154.13576519
Overview
(-)-isomenthone is an isomenthone. It is an enantiomer of a (+)-isomenthone.
Names & identifiers
- Preferred name
- Isomenthone, (+-)-
- IUPAC
- cis-(2S,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
- English name
- Isomenthoneextra
- Molecular formula
- C10H18O
- Molecular weight
- 154.25
Names & synonyms
dl-Isomenthone36977-92-1P-MENTHAN-3-ONE, CIS(+-)-isomenthonealpha-ISOMENTHONEIsomenthone, (+-)-RefChem:40708253-295-5Isomenthone(-)-isomenthone18309-28-9(+/-)-isomenthone
Show more names
FEMA 3460ISO-METHONISOMENTHONE PIsomenthoneextraISOMENTHONE USP/EP/BPISOMENTHONE TECHNICAL GRADE(±)-cis-5-Methyl-2-(1-methylethyl)cyclohexanone
L-isomenthone491-07-6cis-Menthoned,l-Isomenthonecis-p-menthonep-Menthan-3-one, cis-Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-(2S,5S)-5-methyl-2-propan-2-ylcyclohexan-1-one
Database identifiers
- CAS
1074-95-9、18309-28-9、36977-92-1、491-07-6- PubChem CID
- 6432469
- DTXSID
DTXSID501315467- ChEBI
CHEBI:36496- UNII
- 11T7AFM2DS、9WZ3E2G6CL
- EC Number
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
Fragrances
Fragrance Ingredient (d,l-Isomenthone) -> IFRA transparency List
Fragrance Ingredient (dl-Menthone) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.895-0.925
Flavoring AgentsEU Flavoring substances
Solubility(in ethanol)
Boiling Point
205.00 to 208.00 °C. @ 760.00 mm Hg
210 °C
Refractive Index1.449-1.451
Physical Descriptioncolourless slightly oily liquid with a peppermint odour
Physicochemical properties
- FEMA
- 3460 · 3460 | D,L-ISOMENTHONE
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)
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)
REACH registered substance: (±)-menthone (EC: 214-049-2)
Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-: 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
Flam. Liq. 3 (19.2%)
Skin Irrit. 2 (88.8%)
Skin Irrit. 2 (100%)
Skin irritation - category 2
Safety data
- Toxicity
- The acute dermal LD 5 0 in rabbits was reported as > 5 ml/kg (Levenstein, 1973).
- Signal word
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
U.S. Production2023: 104 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Household ProductsInformation on 11 consumer products that contain Isomenthone in the following categories is provided:
Use Classification
Fragrance Ingredients
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Not Known or Reasonably Ascertainable
Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-: ACTIVE
Applications
Occurrenced-Isomenthone has been reported to have been isolated from Micromeria abissinica Benth., Pelargonium tomentosum Jacquin and others. /-Isomenthone has been identified in Reunion geranium, Pelargonium capitatum and others (FenaroWs Handbook of Flavor Ingredients, 1971).
UsesIsomenthone has very interesting effects in Rose, Carnation, Muguet, Fougeres, Lavender-complexes, etc. The use concentration will normally be about 0.5 to 200, but it may be somewhat higher in Rose and Lavender. The spicy notes in certain types of Men’s fragrances can eliminate the unpleasant sweetness brought about by the conventional Spice and Fougere fixatives.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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