Cyclohexanecarboxylic acid, 2-oxo-, methyl ester

HCID 170489

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 41302-34-5
Standard SMILES: COC(=O)C1CCCCC1=O
InChIKey: JEENWEAPRWGXSG-UHFFFAOYSA-N
Molecular formula: C8H12O3
Average molar mass: 156.18 g/mol
Monoisotopic mass: 156.07864424

Names & identifiers

Preferred name: Cyclohexanecarboxylic acid, 2-oxo-, methyl ester
IUPAC: methyl 2-oxocyclohexane-1-carboxylate
English name: Methyl 2-oxocyclohexanecarboxylate
Molecular formula: C8H12O3
Molecular weight: 156.18

Names & synonyms

41302-34-5Cyclohexanecarboxylic acid, 2-oxo-, methyl ester2-Oxocyclohexanecarboxylic acid, methyl esterEINECS 255-306-9DTXSID20884687RefChem:129566DTXCID601024116Methyl 2-oxocyclohexanecarboxylatemethyl 2-oxocyclohexane-1-carboxylate2-Methoxycarbonylcyclohexanone2-CarbomethoxycyclohexanoneMFCD00077699

Show more names

AKOS 3502-METHOXYCARBONYLCYCLOHEXANONMethyl 2-cyclohexanonecarboxylateMethyl 2-oxocyclohexylcarboxylateMethyl 2-oxo--1-cyclohexanecarboxylateMethyl 2-oxocyclohexanecarboxylate,90%

Methyl 2-Oxo-1-cyclohexanecarboxylateMethyl cyclohexanone-2-carboxylateSCHEMBL3171ghl.PD_Mitscher_leg0.1102-OXO-CYCLOHEXANECARBOXYLIC ACID METHYL ESTER2-methoxylcarbonyl cyclohexanoneMethyl2-oxocyclohexanecarboxylatemethyl-2-oxocyclohexanecarboxylate

Database identifiers

CAS: 41302-34-5
PubChem CID: 170489
DTXSID: DTXSID20884687
EC Number: 255-306-9
Nikkaji: J320.046I

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 174

Physicochemical properties

Boiling point: 50 °C/0.2 · 50 °C/0.2 mmHg (lit.)
Density: 1.1 g/mL · 1.10 g/mL at 20 °C (lit.)
refractive index: 20 · n20/D 1.483
Flash point: 85 °C · 85 °C
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
form: Liquid
pka: 12.04 · 12.04±0.20(Predicted)
color: Clear colorless to slightly yellow
BRN: 510258 · 510258
InChI: InChI=1S/C8H12O3/c1-11-8(10)6-4-2-3-5-7(6)9/h6H,2-5H2,1H3
InChIKey: JEENWEAPRWGXSG-UHFFFAOYSA-N
SMILES: C1(C(OC)=O)CCCCC1=O
LogP: 0.29 · 0.290 (est)
EPA Substance Registry System: 2 · Cyclohexanecarboxylic acid, 2-oxo-, methyl ester (41302-34-5)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Safety Statements: 23 · 23-24/25
RIDADR: 1993 · NA 1993 / PGIII
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29183000 · 29183000
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: NA 1993 / PGIII
hs_code: 29183000
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationCyclohexanecarboxylic acid, 2-oxo-, methyl ester: INACTIVE

Applications

UsesMethyl 2-oxocyclohexanecarboxylate has been used in the synthesis of substituted tetrahydrobenzofuran derivatives via reaction with propargylic esters in the presence of palladium catalyst.

UsesMethyl 2-Oxocyclohexanecarboxylate is a novel intermediate for the preparation of TRPA1 antagonists for treatment of pain and other TRPA1-associated diseases.