Basic information
- CAS
1331-22-2- Standard SMILES
CC1CCC(=O)CC1- InChIKey
VGVHNLRUAMRIEW-UHFFFAOYSA-N- Molecular formula
- C7H12O
- Average molar mass
- 112.17 g/mol
- Monoisotopic mass
- 112.088815
Overview
4-methylcyclohexanone is a member of the class of cyclohexanones that is cyclohexanone substituted by a methyl group at position 4. It has a role as a flavouring agent and a plant metabolite.
Names & identifiers
- Preferred name
- 4-Methylcyclohexanone
- IUPAC
- 4-methylcyclohexan-1-one
- English name
- Methylcyclohexanone
- Molecular formula
- C21H36O3
- Molecular weight
- 336.51
Names & synonyms
4-METHYLCYCLOHEXANONE589-92-44-methylcyclohexan-1-oneCyclohexanone, 4-methyl-4-Methyl-1-cyclohexanoneMetylocykloheksanonMethyl-4 cyclohexanone-1Cyclohexanone, methyl-Methyl-4 cyclohexanone-1 [French]NSC 3816EINECS 209-665-3Metylocykloheksanon [Polish]
Show more names
Methylcyclohexanonemethyl-cyclohexanonMethylcyclohexanonemixtureMethylcyclohexanone(general)methylcyclohexanone(mixedisomers)Methylcyclohexanone, isomer mixtureMethylcyclohexanon (Isomerengemisch)methylcyclohexanone,mixtureofisomers
CYCLOHEXANONE,4-METHYLBRN 0506746AI3-159160L1R78K79SNSC-3816EINECS 215-556-1DTXSID5060435FEMA NO. 3948
Database identifiers
- CAS
1331-22-2、589-92-4- PubChem CID
- 11525
- DTXSID
DTXSID5060435- ChEBI
CHEBI:195392- UNII
- 0L1R78K79S
- EC Number
- 209-665-3
- Nikkaji
- J1.213K
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 86.6
Experimental & physicochemical properties
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesCoriolis coupling
LogP
1.38
1.38
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.924-0.934
Solubility
insoluble in water; soluble in oils
Miscible at room temperature (in ethanol)
Boiling Point
169.00 to 171.00 °C. @ 760.00 mm Hg
169-171 °C
Melting Point-40.6 °C
Vapor Pressure1.5 [mmHg]
Refractive Index1.441-1.452
Physical Description
Clear light yellow liquid; [Sigma-Aldrich MSDS]
Liquid
Colourless liquid; musty animalistic odour
Physicochemical properties
- Boiling point
- 167 · 167-169 °C(lit.)
- Density
- 0.914 g/mL · 0.914 g/mL at 20 °C(lit.)
- refractive index
- 20 · n20/D 1.446
- Flash point
- 48 °C · 48 °C
- Exposure limits
- 20 ppm · TLV-TWA: 20 ppm
- Dielectric constant
- 18 · 18.0(89℃)
- EWG's Food Scores
- 1 · 1
- EPA Substance Registry System
- Methylcyclohexanone (1331-22-2)
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Warning
- Hazard statements
- 226 · H226
- Hazard Codes
- Xn
- Risk Statements
- 10 · 10-22
- Safety Statements
- 16 · 16
- RIDADR
- 2297 · UN 2297
- WGK Germany
- 1 · 1
- RTECS
- 1575000 · GW1575000
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 96 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H226: Flammable liquid and vapor [Warning Flammable liquids]
Hazard information
Regulatory Information
Chemical: Cyclohexanone, methyl-
Status: Active Update: 10-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25117
Methylcyclohexanone (mixture of isomers): Does not have an individual approval but may be used under an appropriate group standard
4-Methylcyclohexanone: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
TLV Basis is liver effects and CNS impairment. TLV-TWA is 20 ppm for Methylcyclohexanone (mixture of the 3 isomers), CAS number 1331-22-2. Causes liver toxicity in feeding study of rats. [ACGIH] Causes change in cardiac rate and lowered blood pressure in intravenous lethal-dose studies of dogs; [RTECS] Safe when used as a flavoring agent in food; [JECFA] May cause irritation; Harmful by ingestion; [Sigma-Aldrich MSDS]
Hazard Classes and Categories
Flam. Liq. 3 (100%)
Flammable liquids - Category 3
Safety & protection
Threshold Limit Values (TLV)20.0 [ppm]
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Safety data
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- GW1575000
- ridadr
- UN 2297
- risk_code
- 10-22
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- hazard_code
- Xn
- safety_code
- 16
- hazard_class
- 3
- packing_group
- III
- Hazard statements
- H226
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUsed as a flavoring agent; [FDA]
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Cyclohexanone, 4-methyl-: ACTIVE
Cyclohexanone, methyl-: ACTIVE
Applications
UsesMETHYLCYCLOHEXANONE is used as a solvent and pharmaceutical intermediate.
Suppliers26 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉市恒久化工有限公司17317534732 17671758929 · [email protected]
山东曜明化工有限公司15550028560 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
广东大小化工有限公司1866-171603 18666171603 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
韶关新润合生物科技有限公司19022763608 19022763608 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
山东小野化学股份有限公司0539-6362799 20）
上海贤鼎生物科技有限公司021-021-52271985 17721149837 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
上海百舜生物科技有限公司021-37581181 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
Aladdin Scientific[email protected]
上海先臣化工有限公司+86-021-64606569 +86-18049800532 · [email protected]
上海宝杨宝欣生物科技有限公司021-56698539 19921169802 · [email protected]
山东天铭生物科技发展有限责任公司400-9019001 400-901-9001
山东烨阳化工有限公司15692312955 · [email protected]
广东翁江化学试剂有限公司0751-2815983 13927872582 · [email protected]
山东君烽新材料有限公司17663721258 17663721258
陕西缔都化学有限公司17691182729 17392216275 · [email protected]
Related reactions
74 records
Compound notes
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