2-Acetylcyclohexanone

HCID 13400

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Basic information

CAS: 874-23-7
Standard SMILES: CC(=O)C1CCCCC1=O
InChIKey: OEKATORRSPXJHE-UHFFFAOYSA-N
Molecular formula: C8H12O2
Average molar mass: 140.18 g/mol
Monoisotopic mass: 140.08372962

Overview

structure in first source

Names & identifiers

Preferred name: 2-Acetylcyclohexanone
IUPAC: 2-acetylcyclohexan-1-one
English name: 2-Acetylcyclohexanone
Molecular formula: C8H12O2
Molecular weight: 140.18

Names & synonyms

2-ACETYLCYCLOHEXANONE874-23-7RefChem:84997212-858-52-Acetyl-1-cyclohexanone2-acetylcyclohexan-1-oneCyclohexanone, 2-acetyl-2-acetyl-cyclohexanoneMFCD00001633alpha-AcetylcyclohexanoneDTXSID0049365.alpha.-Acetylcyclohexanone

Show more names

Acetylcyclohexanone-acetylcyclohexanone2-acetyl-cyclohexanon2-Acetylcyclohexanone >2-Acetylcyclohexanone,97%2-Acetylcyclohexanone,98%

2-ACETYL CYCLOHEXANONE125117-37-5NSC 7713NSC-77132-Acetylcyclohexanone, 97%AI3-19261NSC7713Tox21_202874

Database identifiers

CAS: 874-23-7
PubChem CID: 13400
DTXSID: DTXSID0049365
ChEMBL: CHEMBL3187909
UNII: N575RR8B8D
EC Number: 212-858-5
Nikkaji: J79.994G

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 161

Physicochemical properties

Melting point: -11 °C · -11°C
Boiling point: 111 · 111-112 °C/18 mmHg (lit.)
Density: 1.078 g/mL · 1.078 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.509(lit.)
Flash point: 175 °F · 175 °F
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Chloroform, Ethyl Acetate
form: Liquid
pka: 10.91 · 10.91±0.20(Predicted)
color: Clear colorless to light yellow
Water Solubility: Not miscible in water.
BRN: 1858621 · 1858621
InChI: 1S/C8H12O2/c1-6(9)7-4-2-3-5-8(7)10/h7H,2-5H2,1H3
InChIKey: OEKATORRSPXJHE-UHFFFAOYSA-N
SMILES: CC(=O)C1CCCCC1=O
CAS DataBase Reference: 874 · 874-23-7(CAS DataBase Reference)
EPA Substance Registry System: 2 · Cyclohexanone, 2-acetyl- (874-23-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 227 · H227
Precautionary statements: 210 e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501 · P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Safety Statements: 23 · 23-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29142990 · 29142990
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 3
tsca: TSCA listed
hs_code: 29142990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H227
Precautionary statements: P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCyclohexanone, 2-acetyl-: ACTIVE

Applications · 3 items

Uses2-Acetylcyclohexanone was used in the synthesis of anilinoethanolamines.

Uses2-Acetylcyclohexanone is used in the synthesis of 1-(pyridyl)ethanol derivatives that can reduce keto-esters and ketones. Also used in the synthesis of phenothiazine derivatives that can inhibit prote in farnesyltransferase molecules and some that show anti-proliferative activity.

General DescriptionThe keto-enol tautomerism of 2-acetylcyclohexanone (ACHE) in water was studied.