1-Chloro-1-nitrocyclohexane

Base Information

• Chemical Name: 1-Chloro-1-nitrocyclohexane
• CAS No.: 873-92-7
• Molecular Formula: C6H10ClNO2
• Molecular Weight: 163.604
• NSC Number: 131304
• DSSTox Substance ID: DTXSID80299551
• Nikkaji Number: J360.017C
• Wikidata: Q82042013
• Mol file: 873-92-7.mol

Synonyms:1-chloro-1-nitrocyclohexane;873-92-7;1-chloro-1-nitro-cyclohexane;NSC131304;DTXSID80299551;AKOS015907394;NSC-131304

Chemical Property of 1-Chloro-1-nitrocyclohexane

Chemical Property:

• Vapor Pressure: 0.0344mmHg at 25°C
• Boiling Point: 242.2°C at 760 mmHg
• Flash Point: 100.3°C
• Density: 1.22g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.0400063
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)([N+](=O)[O-])Cl

Technology Process of 1-Chloro-1-nitrocyclohexane

There total 10 articles about 1-Chloro-1-nitrocyclohexane 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: 90.0%

cyclohexanone-oxime (100-64-1) → 1-chloro-1-nitrocyclohexane (873-92-7)

Guidance literature:

With sodium hypochlorite; In water; for 1h; Sonication;

DOI:10.1007/BF03246563

Reference yield: 74.0%

1-chloro-1-nitrosocyclohexane (695-64-7) → 1-chloro-1-nitrocyclohexane (873-92-7)

Guidance literature:

With cetyltrimethylammonium hypochlorite; In dichloromethane; at 20 ℃; for 13h;

DOI:10.1007/s12039-011-0090-7

Reference yield: 70.0%

cyclohexanone-oxime (100-64-1) → 1-chloro-1-nitrocyclohexane (873-92-7) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

With chloroperoxidase from fungus Caldaromyces fumago; potassium chloride; dihydrogen peroxide; In water; for 4h;

DOI:10.1021/jo961215n

upstream raw materials:

1-chloro-1-nitrosocyclohexane

cyclohexanone-oxime

1-nitrocyclohexane

nitric acid

Downstream raw materials:

ethyl 2-cyclohexylidenebutanoate

2-Cyclohexylidene-hexanoic acid ethyl ester

cyclohexanone

1-nitrocyclohexane

Refernces

• 1、 Mohammed, Abdulkarim H.A.,Nagendrappa, Gopalpur. "Oxidation of gem-chloronitroso- and vic-chloronitroso-alkanes and -cycloalkanes to respective chloronitro compounds by novel cetyltrimethylammonium hypochlorite reagent". experimental part. p. 433 - 441. Retrieved 2012/03/26.
• 2、 Mohammed, Abdulkarim H. A.,Nagendrappa, Gopalpur. "Generation of nitryl chloride from chlorotrimethylsilane-acetyl nitrate reaction: A one-pot preparation of gem-chloronitro compounds from oximes". experimental part. p. 571 - 577. Retrieved 2010/12/20.