Chlorocyclohexane Chemical Properties

Melting point:

-44 °C (lit.)

Boiling point:

142 °C (lit.)

Density 

1 g/mL at 25 °C (lit.)

vapor pressure 

7 hPa (20 °C)

refractive index 

n20/D 1.462(lit.)

Flash point:

84 °F

storage temp. 

Store below +30°C.

solubility 

0.40g/l

form 

Liquid

color 

Clear

explosive limit

1.1-7.5%(V)

Water Solubility 

0.02 g/L (20 ºC)

Merck 

14,2732

BRN 

1900796

Dielectric constant

7.6（24℃）

InChI

1S/C6H11Cl/c7-6-4-2-1-3-5-6/h6H,1-5H2

InChIKey

UNFUYWDGSFDHCW-UHFFFAOYSA-N

SMILES

ClC1CCCCC1

CAS DataBase Reference

542-18-7(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexane, chloro-(542-18-7)

EPA Substance Registry System

Cyclohexane, chloro- (542-18-7)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

10-36/37/38-20

Safety Statements 

26-36-37/39-16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

1

RTECS 

GU8685000

Autoignition Temperature

290 °C

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

III

HS Code 

29035990

Storage Class

3 - Flammable liquids

Hazard Classifications

Aquatic Chronic 2
Flam. Liq. 3

Hazardous Substances Data

542-18-7(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 3000 mg/kg

MSDS

• Language:English Provider:Chlorocyclohexane
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Chlorocyclohexane Usage And Synthesis

Chemical Properties

clear liquid

Uses

Chlorocyclohexane is used as the raw material in synthesis agrochemical and medicine chemical engineering products.

Definition

ChEBI: A chlorocyclohexane carrying a single chloro group.

Synthesis Reference(s)

Journal of the American Chemical Society, 101, p. 3060, 1979 DOI: 10.1021/ja00505a038
Journal of the American Chemical Society, 97, p. 2281, 1975 DOI: 10.1021/ja00841a054
Tetrahedron, 44, p. 2785, 1988 DOI: 10.1016/S0040-4020(88)90014-2

Synthesis

Take 158g of cyclohexane and add it to a four-necked flask equipped with a stirrer, a thermometer, a reflux condenser and a chlorine tube, add 0.1g of composite catalyst, place the four-necked flask in the dark, turn on the stirrer and rotate it at 100 rpm, heat it up to 60??C, and pass the chlorine gas at a rate of 0.05l/min and maintain it for 10-20min; then reduce the temperature to 40??C and increase the rate of chlorine gas passing to make 50g of chlorine gas within 4 hours. so that 50g of chlorine gas was passed in 4 hours. After the reaction material was neutralized with sodium carbonate and washed with water, it was first distilled at atmospheric pressure to obtain 101.5g of unreacted cyclohexane for the next synthesis, and then the 81-85?? fraction was collected under the vacuum degree of 0.08MPa to obtain 68.2g of chlorinated cyclohexane, and the product was analyzed by gas chromatography of HP6890 with the content of 99.65%, the cyclohexane one-way conversion rate of 35.8%, the selectivity of 88.9%, the yield of 85.5% and the yield of 85.5%. The product was analyzed by HP6890 gas chromatography, the content was 99.65%, the one-way conversion of cyclohexane was 35.8%, the selectivity was 88.9% and the yield was 85.5%.

Purification Methods

Wash chlorocyclohexane several times with dilute NaHCO3, then repeatedly with distilled water. Dry it with CaCl2 and fractionally distil it slowly at atmospheric pressure or better under vacuum. [Perlman et al. J Org Chem 1 294 1937, IR: Roberts & Chambers J Am Chem Soc 73 5031 1951, Beilstein 5 H 21, 5 I 8, 5 II 11, 5 III 37, 5 IV 48.]

Chlorocyclohexane(542-18-7)Related Product Information

• Bromocyclohexane
• Sulfuryl chloride
• Choline chloride
• Calcium chloride
• Polyvinyl chloride
• Methylcyclohexane
• Ethylcyclohexane
• Cyclohexane
• Cyclohexene oxide
• Sodium chloride
• Ammonium chloride
• Ferric chloride
• Cyclopentyl chloride
• 2-Chloro-2-methylpropane
• 1-Chlorohexadecane
• Potassium chloride
• Chloroiodomethane
• 3-Chloro-1-propanol