Chlorocyclohexane

Base Information

• Chemical Name: Chlorocyclohexane
• CAS No.: 542-18-7
• Molecular Formula: C6H11Cl
• Molecular Weight: 118.606
• Hs Code.: 29035990
• European Community (EC) Number: 208-806-6
• NSC Number: 8434
• UNII: PNV8C821FH
• DSSTox Substance ID: DTXSID3052193
• Nikkaji Number: J1.598I
• Wikipedia: Cyclohexyl_chloride
• Wikidata: Q15402014
• Metabolomics Workbench ID: 56175
• Mol file: 542-18-7.mol

Synonyms:CHLOROCYCLOHEXANE;542-18-7;Cyclohexyl chloride;Cyclohexane, chloro-;Monochlorocyclohexane;Chlorcyclohexan;Chlorzyklohexan;chloro-cyclohexane;EINECS 208-806-6;HSDB 2801;NSC 8434;UNII-PNV8C821FH;BRN 1900796;PNV8C821FH;AI3-23841;NSC-8434;EC 208-806-6;4-05-00-00048 (Beilstein Handbook Reference);chlor-cyclohexane;cyclohexylchloride;chloranylcyclohexane;2-chlorocyclohexane;Chlorocyclohexane, 99%;SCHEMBL22803;CHLOROCYCLOHEXANE [HSDB];CYCLOHEXYL CHLORIDE [MI];DTXSID3052193;CHEBI:39156;NSC8434;MFCD00003822;STL280356;AKOS005207255;AM90219;LS-56754;FT-0624210;EN300-19881;A830041;J-520026;Q15402014;5-BROMO-4-CHLORO-3-INDOLYLALPHA-D-MANNOPYRANOSIDE

Chemical Property of Chlorocyclohexane

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 7.14mmHg at 25°C
• Melting Point: - 44 °C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 142 °C at 760 mmHg
• Flash Point: 28.9 °C
• PSA: 0.00000
• Density: 1 g/mL at 25 °C(lit.)
• LogP: 2.55790
• Storage Temp.: Flammables area
• Solubility.: 0.40g/l
• Water Solubility.: 0.02 g/L (20 ºC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 118.0549280
• Heavy Atom Count: 7
• Complexity: 46.1

Purity/Quality:

99% ^*data from raw suppliers

Chlorocyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38-20
• Safety Statements: 26-36-37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Cyclic Hydrocarbons
• Canonical SMILES: C1CCC(CC1)Cl
• Uses: Chlorocyclohexane is used as the raw material in synthesis agrochemical and medicine chemical engineering products.

Technology Process of Chlorocyclohexane

There total 165 articles about Chlorocyclohexane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

cyclohexanol (108-93-0) → cyclohexyl chloride (542-18-7)

Guidance literature:

With bismuth(III) chloride; In tetrachloromethane; for 0.0833333h; Heating;

DOI:10.1080/00397919808007004

Reference yield: 97.0%

cyclohexane (110-82-7,25012-93-5) → cyclohexyl chloride (542-18-7)

Guidance literature:

With hydrogenchloride; tetrabutyl-ammonium chloride; sodium chloride; In water; at 20 ℃; for 5h; Reagent/catalyst;

Reference yield: 81.0%

cyclohexyl o-(N-methylcarbamoyl)phenyl sulphoxide → 2-methyl-1,2-benzisothiazole-3(2H)-one (2527-66-4) + cyclohexyl chloride (542-18-7) + 2-chlorocyclohexyl o-(N-methylcarbamoyl)phenyl sulfide + cyclohexene (110-83-8)

Guidance literature:

With thionyl chloride; In dichloromethane; for 1h; Mechanism; Product distribution; Heating; also pyrolysis in toluene, 110 deg C, 20 h, without SOCl₂; further o-(N-methylcarbamoyl)phenyl sulphoxides;

upstream raw materials:

phosgene

cyclohexane

diethyl ether

p-toluenesulfonyl chloride

Downstream raw materials:

2-(cyclohexylmethyl)pyridine

4-cyclohexylmethyl-pyridine

cyclohexylcyclohexane

cyclohexane

Refernces

• 1、 Fahey et al.. "". . p. 2810. Retrieved 1970.
• 2、 Baruch, G.,Horowitz, A.. "Liquid-Phase Reactions of CCl3 Radicals with Trimethylsilane and Triethylsilane". . p. 2535 - 2539. Retrieved 1980.
• 3、 Bercaw, John E.,Hazari, Nilay,Labinger, Jay A.. "Oxidative aromatization of olefins with dioxygen catalyzed by palladium trifluoroacetate". . p. 8654 - 8657. Retrieved 2008.
• 4、 Fahey,Monahan. "". . p. 936. Retrieved 1967.
• 5、 Prey et al.. "". . p. 556,558. Retrieved 1960.
• 6、 Coutard, Nathan,Goldberg, Jonathan M.,Valle, Henry U.,Cao, Yuan,Jia, Xiaofan,Jeffrey, Philip D.,Gunnoe, T. Brent,Groves, John T.. "Aerobic Partial Oxidation of Alkanes Using Photodriven Iron Catalysis". . p. 759 - 766. Retrieved 2022/01/11.
• 7、 Yang, Qiaomu,Wang, Yu-Heng,Qiao, Yusen,Gau, Michael,Carroll, Patrick J.,Walsh, Patrick J.,Schelter, Eric J.. "Photocatalytic C-H activation and the subtle role of chlorine radical complexation in reactivity". . p. 847 - 852. Retrieved 2021/05/28.