ChemicalBook > CAS DataBase List > Methyl 2-oxocyclohexanecarboxylate

Methyl 2-oxocyclohexanecarboxylate

Product Name
Methyl 2-oxocyclohexanecarboxylate
CAS No.
41302-34-5
Chemical Name
Methyl 2-oxocyclohexanecarboxylate
Synonyms
AKOS 350;2-METHOXYCARBONYLCYCLOHEXANON;2-METHOXYCARBONYLCYCLOHEXANONE;Methyl 2-cyclohexanonecarboxylate;Methyl 2-oxocyclohexylcarboxylate;METHYL CYCLOHEXANONE-2-CARBOXYLATE;METHYL 2-OXOCYCLOHEXANECARBOXYLATE;methyl 2-oxocyclohexane-1-carboxylate;Methyl 2-oxo--1-cyclohexanecarboxylate;Methyl 2-oxocyclohexanecarboxylate,90%
CBNumber
CB4458515
Molecular Formula
C8H12O3
Formula Weight
156.18
MOL File
41302-34-5.mol
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Methyl 2-oxocyclohexanecarboxylate Property

Boiling point:
50 °C/0.2 mmHg (lit.)
Density 
1.10 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.483
Flash point:
85 °C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
form 
Liquid
pka
12.04±0.20(Predicted)
color 
Clear colorless to slightly yellow
BRN 
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
0.290 (est)
EPA Substance Registry System
Cyclohexanecarboxylic acid, 2-oxo-, methyl ester (41302-34-5)
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Safety

Safety Statements 
23-24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
HS Code 
29183000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
29162
Product name
Methyl 2-oxocyclohexanecarboxylate
Purity
technical, ≥90% (GC)
Packaging
10ml
Price
$381
Updated
2023/06/20
Sigma-Aldrich
Product number
29162
Product name
Methyl 2-oxocyclohexanecarboxylate
Purity
technical, ≥90% (GC)
Packaging
50ml
Price
$1380
Updated
2023/06/20
TRC
Product number
M315040
Product name
Methyl 2-oxocyclohexanecarboxylate
Packaging
2mg
Price
$130
Updated
2021/12/16
Matrix Scientific
Product number
089169
Product name
Methyl 2-oxo-1-cyclohexanecarboxylate
Packaging
1g
Price
$142
Updated
2021/12/16
Apolloscientific
Product number
OR941792
Product name
Methyl 2-oxocyclohexanecarboxylate
Purity
90%
Packaging
1g
Price
$145
Updated
2021/12/16
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Methyl 2-oxocyclohexanecarboxylate Chemical Properties,Usage,Production

Chemical Properties

clear colorless to slightly yellow liquid

Uses

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

Uses

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

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 431, 1980 DOI: 10.1021/ja00521a100
Organic Syntheses, Coll. Vol. 7, p. 351, 1990

Synthesis

The flask is flushed with nitrogen and charged with 18.02 g (0.20 mol) of dimethyl carbonate, 50 mL of anhydrous tetrahydrofuran, and 6.12 g (0.25 mol) of sodium hydride. The suspension is stirred and heated to reflux temperature, at which time the slow, dropwise addition of 7.80 g (0.080 mol) of cyclohexanone in 20 mL of dry tetrahydrofuran is begun. After 2 min, 0.306 g (0.0076 mol) of powdered potassium hydride is added to initiate the reaction. The addition of cyclohexanone is continued over a 1-hr period. The mixture is stirred and heated at reflux for another 30 min, cooled in an ice bath for 15–20 min, and hydrolyzed by slowly adding 75 mL of 3 M aqueous acetic acid. The flask's contents are poured into 100 mL of aqueous sodium chloride, and the aqueous mixture is extracted with four 150-mL portions of chloroform. The organic layers are combined, dried with anhydrous sodium sulfate, and concentrated at room temperature with a rotary evaporator. Distillation of the residual liquid under reduced pressure gives 9.8–10.8 g (79–87%) of methyl 2-oxocyclohexanecarboxylate as a colorless liquid, bp 53–55°C.

Methyl 2-oxocyclohexanecarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 2-oxocyclohexanecarboxylate Suppliers

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View Lastest Price from Methyl 2-oxocyclohexanecarboxylate manufacturers

Hubei Lidu New Material Technology Co., Ltd
Product
2-METHOXYCARBONYLCYCLOHEXANONE 41302-34-5
Price
US $0.00-0.00/g
Min. Order
100g
Purity
98%
Supply Ability
20tons
Release date
2024-09-24
Hubei Lidu New Material Technology Co., Ltd
Product
2-OXOCYCLOHEXANECARBOXYLIC ACID METHYL ESTER 41302-34-5
Price
US $0.00/g
Min. Order
1g
Purity
98%
Supply Ability
20tons
Release date
2024-09-18
Henan Fengda Chemical Co., Ltd
Product
Methyl 2-oxocyclohexanecarboxylate 41302-34-5
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30

41302-34-5, Methyl 2-oxocyclohexanecarboxylateRelated Search:

3,4-Epoxycyclohexane carboxylic acid, methyl ester Diethyl succinosuccinate DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester Ethyl 2-oxocyclohexanecarboxylate 2-METHOXYCARBONYLCYCLOHEXANONE 6-CARBETHOXY-2,2,6-TRIMETHYLCYCLOHEXANONE ETHYL 4-METHYL-2-CYCLOHEXANONE-1-CARBOXYLATE METHYL 2,2-DIMETHYL-4,6-DIOXOCYCLOHEXANECARBOXYLATE, 97 AKOS BB-2935 AKOS BC-1751 (+)-CAMPHORCARBOXYLIC ACID ETHYL ESTER methyl 5-[(2-hydroxyanilino)methylene]-2,2-dimethyl-4,6-dioxocyclohexanecarboxylate ETHYL (-)-CAMPHORCARBOXYLATE AKOS BB-2936 SPECS AG-690/11765511 AURORA KA-6600 AKOS B024701

  • METHYL 2-OXOCYCLOHEXANECARBOXYLATE
  • METHYL CYCLOHEXANONE-2-CARBOXYLATE
  • AKOS 350
  • 2-METHOXYCARBONYLCYCLOHEXANONE
  • 2-OXO-CYCLOHEXANECARBOXYLIC ACID METHYL ESTER
  • 2-oxo-cyclohexanecarboxylicacimethylester
  • Methyl 2-cyclohexanonecarboxylate
  • Methyl 2-oxo--1-cyclohexanecarboxylate
  • 2-Methoxycarbonylcyclohexanone, Methyl cyclohexanone-2-carboxylate
  • 2-Oxocyclohexane-1-carboxylic acid methyl ester
  • Methyl 2-oxocyclohexanecarboxylate,90%
  • Methyl 2-oxocyclohexylcarboxylate
  • Methyl 2-oxocyclohexanecarboxylate, 90% 10ML
  • Methyl 2-oxocyclohexanecarboxylate, 90% 50ML
  • Methyl 2-oxocyclohexanecarboxylate technical, >=90% (GC)
  • methyl 2-oxocyclohexane-1-carboxylate
  • (1S)-2-oxo-1-cyclohexanecarboxylic acid methyl ester
  • Cyclohexanecarboxylic acid, 2-oxo-, methyl ester
  • 2-METHOXYCARBONYLCYCLOHEXANON
  • 41302-34-5
  • Building Blocks
  • Carbonyl Compounds
  • C8 to C9
  • Esters
  • Organic Building Blocks
  • Achiral Oxygen