56772-65-7

Basic information

• Product Name: Cyclohexane, (2,2-dichloroethenyl)-
• Synonyms: 2-cyclohexyl-1,1-dichloroethene;1,1-Dichlor-2-cyclohexyl-aethen;1,1-dichloro-2-cyclohexyl-ethene;1,1-Dichlor-2-cyclohexylethylen;2,2-dichloro-vinyl-cyclohexane;2-cyclohexyl-1,1-dichloroethylene
• CAS NO: 56772-65-7
• Molecular Formula: C8H12Cl2
• Molecular Weight: 179.089
• Mol File: 56772-65-7.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexane, (2,2-dichloroethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, (2,2-dichloroethenyl)-(56772-65-7)
• EPA Substance Registry System: Cyclohexane, (2,2-dichloroethenyl)-(56772-65-7)

Safety Data

• Hazardous Substances Data: 56772-65-7(Hazardous Substances Data)

Upstream product

• 75-35-4 1,1-Dichloroethylene 
• 542-18-7 cyclohexyl chloride 
• 79-01-6 Trichloroethylene 
• 110-82-7 cyclohexane 
• 866-23-9 diethyl (trichloromethyl)phosphonate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 19984-30-6 phenyl(trichloroethenyl)mercury 
• 110-83-8 cyclohexene 
• 7446-70-0 aluminium trichloride 
• 57741-12-5 α-(trichloromethyl)cyclohexanemethanol 
• 931-51-1 cyclohexylmagnesiumchloride 
• 57741-21-6 1,1,1-Trichlor-2-methoxy-2-cyclohexylethan 

Downstream Products

• 5292-21-7 Cyclohexylacetic acid 
• 56803-67-9 (3-methoxyprop-1-ynyl)cyclohexane 
• 1256954-71-8 (Z)-benzyl 2-chloro-3-cyclohexylacrylate 
• 931-48-6 2-cyclohexylacetylene 
• 50284-86-1 1-chloro-2-cyclohexylethyne 

Relevant articles and documents

PALLADIUM AND NICKEL-CATALYZED REACTION OF GRIGNARD REAGENTS WITH TRICHLOROETHYLENE. A SIMPLE SYNTHESIS OF 1,1-DICHLOROALKENES.

The palladium (or nickel) catalyzed reaction of Grignard reagents with trichloroethylene afforde 1,1-dichloroalkenes in good yield under mild conditions.

Organic photoredox catalysis for the oxidation of silicates: Applications in radical synthesis and dual catalysis

Metal free photooxidation of alkyl bis(catecholato)silicates with the organic dye 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyano-benzene (4CzIPN) allows the smooth formation of alkyl radicals. The latter can be efficiently engaged either with radical acceptors to provide homolytic addition products or in photoredox/nickel dual catalysis reactions to obtain cross-coupling products.

Silicates as Latent Alkyl Radical Precursors: Visible-Light Photocatalytic Oxidation of Hypervalent Bis-Catecholato Silicon Compounds

This works introduces hypervalent bis-catecholato silicon compounds as versatile sources of alkyl radicals upon visible-light photocatalysis. Using Ir[(dF(CF3)ppy)2(bpy)](PF6) (dF(CF3)ppy=2-(2,4-difluorophenyl)-5-trifluoromethylpyridine, bpy=bipyridine) as catalytic photooxidant, a series of alkyl radicals, including highly reactive primary ones can be generated and engaged in various intermolecular homolytic reactions. Based on cyclic voltammetry, Stern-Volmer studies, and supported by calculations, a mechanism involving a single-electron transfer from the silicate to the photoactivated iridium complex has been proposed. This oxidative photocatalyzed process can be efficiently merged with nickel-catalyzed Csp2-Csp3 cross-coupling reactions.

Pd0-Catalyzed carbonylation of 1,1-dichloro-1-alkenes, a new selective access to Z-α-chloroacrylates

A novel and fully chemo- and stereoselective three component strategy leading to Z-α-chloroacrylates by a Pd0-catalyzed reaction of CO (1 atm) with 1,1-dichloro-1-alkenes and various alcohols is disclosed. This catalytic approach compares favourably with the Wittig type strategies as α-chloroacrylates of pure Z configuration are obtained in high yield. The Royal Society of Chemistry.

Process for the preparation of cyclopropylacetylene

The present invention relates generally to novel methods for the preparation of cyclopropylacetylene which is an essential reagent in the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; a useful human immunodeficiency virus (HIV) reverse transcriptase inhibitor with superior anti-retroviral activity. In the process, for example, cyclopropane carboxaldehyde is alkylated to form 1,1,1-trichloro-2-cyclopropyl-ethanol; which in turn undergoes elimination to form 1,1-dichloro-2-cyclopropyl-ethene; which in turn undergoes elimination to form cyclopropyl acetylene.

A new and practical synthesis of vinyl dichlorides via a non-Wittig-type approach

A practical approach for the conversion of aldehydes to vinyl dichlorides has been developed. These are three-step, one-pot reactions involving the formation of trichlorocarbinol by treatment of aldehydes with trichloroacetic acid and sodium trichloroacetate followed by in situ protection and elimination reactions to form the desired vinyl dichlorides in 85 to 95% yields. (C) 2000 Dupont Pharmaceuticals Company.

Alkylation of vinylidene chloride and vinylidene bromide

Vinylidene chloride and vinylidene bromide are alkylated by reaction with alkylating agents such as selected olefins, tert-alkyl halides, and secondary or tertiary alcohols in a reaction medium comprising trifluoromethane-sulfonic acid. In specific embodiments, the reaction medium can additionally comprise water, methanol, and BF3.