Cyclohexanecarboxylic acid chloride Chemical Properties

Boiling point:

184 °C (lit.)

Density 

1.096 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.469(lit.)

Flash point:

152 °F

storage temp. 

Store below +30°C.

form 

Liquid

Specific Gravity

1.096

color 

Clear colorless to straw

Water Solubility 

HYDROLYSES

Sensitive 

Moisture Sensitive

BRN 

742163

InChIKey

RVOJTCZRIKWHDX-UHFFFAOYSA-N

CAS DataBase Reference

2719-27-9(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexanecarbonyl chloride(2719-27-9)

EPA Substance Registry System

Cyclohexanecarbonyl chloride (2719-27-9)

Safety Information

Hazard Codes 

C

Risk Statements 

34-37-22

Safety Statements 

26-28-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

1

F 

9-19-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29162000

Toxicity

LD50 orally in Rabbit: 965 mg/kg

MSDS

• Language:English Provider:Hexahydrobenzoyl chloride
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Cyclohexanecarboxylic acid chloride Usage And Synthesis

Chemical Properties

clear colourless to straw coloured liquid

Uses

Cyclohexanecarbonyl chloride is used in the preparation of five thiourea derivative ligands having anti-bacterial and anti-yeast activity, (N-(diethylcarbamothioyl)cyclohexanecarboxamide, N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide, di-n-butylcarbamothioyl)cyclohexanecarboxamide, N-(diphenylcarbamothioyl)cyclohexanecarboxamide, N-(morpholine-4-carbonothioyl)cyclohexanecarboxamide.

General Description

Electrochemical reduction of cyclohexanecarbonyl chloride at a hanging mercury drop electrode in acetonitrile has been reported.

Synthesis

The general procedure for the synthesis of cyclohexanecarboxylic acid from cyclohexanecarboxylic acid is as follows: 20.0 g (of which 6.95 g, 0.054 mol, of cyclohexanecarboxylic acid) of cyclohexanecarboxylic acid solution was added to 1.0 g of n-dodecane (as an internal standard) to a reactor fitted with a condenser and a Dean-Stark water separator. After adding 90 mL of benzene, about 25 mL of benzene was removed by distillation under nitrogen protection to prepare an anhydrous solution. After the reaction solution was cooled to room temperature, 6.0 mL (9.8 g, 0.082 mol) of thionyl chloride was added and the reaction was refluxed for 1 hour. After completion of the reaction, a portion of the reaction solution was taken and reacted with methanol containing a small amount of triethylamine, which was used to identify the product cyclohexanecarbonyl chloride. The yield of methyl cyclohexanecarboxylate was analyzed by gas chromatography (GC). The results showed that the conversion of cyclohexanecarboxylic acid chloride was more than 99% and the selectivity was higher than 99%.

References

[1] Patent: US2004/73068, 2004, A1. Location in patent: Page 3
[2] Patent: US2004/73068, 2004, A1. Location in patent: Page 4
[3] Patent: US2004/73068, 2004, A1. Location in patent: Page 3
[4] Canadian Journal of Chemistry, 1996, vol. 74, # 12, p. 2401 - 2412
[5] Organic Syntheses, 1983, vol. 61, p. 134 - 134

Cyclohexanecarboxylic acid chloride(2719-27-9)Related Product Information

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