2-Chlorocyclohexanone

Base Information

• Chemical Name: 2-Chlorocyclohexanone
• CAS No.: 822-87-7
• Deprecated CAS: 64304-91-2
• Molecular Formula: C6H9ClO
• Molecular Weight: 132.59
• Hs Code.: 29147000
• European Community (EC) Number: 212-505-5
• NSC Number: 12439
• UNII: 1134E5H2KV
• DSSTox Substance ID: DTXSID1021530
• Nikkaji Number: J1.738H
• Wikidata: Q27251237
• ChEMBL ID: CHEMBL3183260
• Mol file: 822-87-7.mol

Synonyms:2-chlorocyclohexanone

Chemical Property of 2-Chlorocyclohexanone

Chemical Property:

• Appearance/Colour: clear brown liquid
• Vapor Pressure: 0.28mmHg at 25°C
• Melting Point: 23 °C(lit.)
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 203.251 °C at 760 mmHg
• Flash Point: 87.036 °C
• PSA: 17.07000
• Density: 1.12 g/cm³
• LogP: 1.73690
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.0341926
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

98% ^*data from raw suppliers

2-Chlorocyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)Cl
• Uses: 2-Chlorocyclohexanone, is an intermediate in the synthesis of variety of pharmaceutical compounds. It is also an intermediate in the synthesis of 1-Chloro-2-methylenecyclohexane .

Technology Process of 2-Chlorocyclohexanone

There total 65 articles about 2-Chlorocyclohexanone 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: 100.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-Chlorocyclohexanone (822-87-7)

Guidance literature:

With iodine; mercury dichloride; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1055/s-1986-31748

Reference yield: 99.0%

1--1-cyclopentanol (162147-89-9) + lithium diisopropyl amide (4111-54-0) → benzenesulfinic acid diisopropylamide (66633-64-5) + 2-Chlorocyclohexanone (822-87-7)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0040-4020(94)00989-8

Reference yield: 91.1%

2-chlorocyclohexanol (1561-86-0) → 2-Chlorocyclohexanone (822-87-7)

Guidance literature:

With Dess-Martin periodane; at 20 ℃; for 2h;

upstream raw materials:

2-chlorocyclohex-2-en-1-one

trans-2-chlorocyclohexanol

chlorourea

cyclohexanone

Downstream raw materials:

α-N-piperidylcyclohexanone

1,1'-cyclohex-1-ene-1,2-diyl-bis-piperidine

2-[2]pyridylamino-cyclohexanone

6,7,8,9-tetrahydropyrido<1,2-a>benzimidazole

Refernces

• 1、 Uppal, Madeeha A.,Kafizas, Andreas,Ewing, Michael B.,Parkin, Ivan P.. "The room temperature formation of gold nanoparticles from the reaction of cyclohexanone and auric acid; A transition from dendritic particles to compact shapes and nanoplates". . p. 7351 - 7359. Retrieved 2013.
• 2、 Silva, Saúl,Maycock, Christopher D.. "Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate". supporting information. p. 1233 - 1238. Retrieved 2018/02/27.
• 3、 Fu, Huihui,Hu, Chuanfeng,Huang, Zhida,Zhou, Jianhao,Peng, Xinhua. "Ammonium Tungstate as an Effective Catalyst for Selective Oxidation of Alcohols to Aldehydes or Ketones with Hydrogen Peroxide under Water - A Synergy of Graphene Oxide". supporting information. p. 447 - 451. Retrieved 2017/11/27.