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Methyl-2-oxocyclohexancarboxylat

Methyl 2-oxocyclohexanecarboxylate Struktur
41302-34-5
CAS-Nr.
41302-34-5
Bezeichnung:
Methyl-2-oxocyclohexancarboxylat
Englisch Name:
Methyl 2-oxocyclohexanecarboxylate
Synonyma:
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
Summenformel:
C8H12O3
Molgewicht:
156.18
MOL-Datei:
41302-34-5.mol

Methyl-2-oxocyclohexancarboxylat Eigenschaften

Siedepunkt:
50 °C/0.2 mmHg (lit.)
Dichte
1.10 g/mL at 20 °C (lit.)
Brechungsindex
n20/D 1.483
Flammpunkt:
85 °C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Aggregatzustand
Liquid
pka
12.04±0.20(Predicted)
Farbe
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 chemische Informationen
Cyclohexanecarboxylic acid, 2-oxo-, methyl ester (41302-34-5)

Sicherheit

S-S?tze: 23-24/25
RIDADR  NA 1993 / PGIII
WGK Germany  3
HS Code  29183000

Methyl-2-oxocyclohexancarboxylat Chemische Eigenschaften,Einsatz,Produktion Methoden

S-S?tze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.

Chemische Eigenschaften

clear colorless to slightly yellow liquid

Verwenden

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

Synthese

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-oxocyclohexancarboxylat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Methyl-2-oxocyclohexancarboxylat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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41302-34-5(Methyl-2-oxocyclohexancarboxylat)Verwandte Suche:


  • 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
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