157672-80-5

Basic information

• Product Name: (E)-1-bromo-1,2-dichloroethene
• Synonyms: (E)-1-Bromo-1,2-dichloroethene; ethene, 1-bromo-1,2-dichloro-, (E)-; (Z)-1-bromo-1,2-dichloroethene
• CAS NO: 157672-80-5
• Molecular Formula: C₂HBrCl₂
• Molecular Weight: 175.8393
• Mol File: 157672-80-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 113.8°C at 760 mmHg
• Flash Point: 21.9°C
• Density: 1.934g/cm³
• Vapor Pressure: 24.2mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: (E)-1-bromo-1,2-dichloroethene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-bromo-1,2-dichloroethene(157672-80-5)
• EPA Substance Registry System: (E)-1-bromo-1,2-dichloroethene(157672-80-5)

Safety Data

• Hazardous Substances Data: 157672-80-5(Hazardous Substances Data)

Upstream product

• 683-68-1 1,2-dibromo-1,2-dichloro-ethane 
• 677-32-7 1,1,2-tribromo-1,2-dichloro-ethane 

Downstream Products

• 141185-67-3 N-(2-bromo-2,2-dichloroethylidene)-p-chlorobenzenesulfonamide 
• 74-83-9 methyl bromide 
• 74-87-3 methylene chloride 
• 42345-81-3 1,2-dichloro-1-methoxy-ethene 
• 116-54-1 dichloroacetic acid methyl ester 
• 96-34-4 methyl chloroacetate 
• 119200-29-2 N-(2,2-dichloro-2-bromoethylidene)benzenesulfonamide 

Relevant articles and documents

Intramolecular Geminal and Vicinal Element Effects in Substitution of Simple Bromo(chloro)alkenes by Methoxide and Thiolate Ions. An Example of a Single Step Substitution?

Intramolecular element effects kBr/kCl for substitution of geminal bromochloroalkenes BrC(Cl)=C-(Br)Cl (1), BrC(Cl)=CCl2 (2), Me2C=C(Br)Cl (3), and XCH=C(Br)Cl (X = Cl, 4; X = Br, 5), with MeO- and RS- nucleophiles were investigated. 3 did not give substitution, and 4 and 5 gave substitution with MeO- via an initial elimination (to acetylene)-addition route, followed by further reactions. In reactions of 4 with thiolates, geminal element effects of 2-10 were obtained. Formation of RSC(Cl)=C(Cl)Y, Y = SR, Br, is ascribed to an initial halophilic reaction, followed by addition of RSCl to the formed acetylene. Reaction of 2 with MeO- gave a high vicinal element effect, and RS- gave a high geminal element effect. Reaction of 1 with both MeO- and RS- ions gave high (2 orders of magnitude) geminal element effects, which were interpreted as indicating a rate-determining C-X bond cleavage. This is supported by the high kBr/kCl intermolecular element effects (k(1)/k(Cl2C=CCl2) with MeO- and PhCH2S- ions. Mechanistic alternatives based on these observations are discussed.