42345-81-3

Basic information

• Product Name: 1,2-dichloro-1-methoxy-ethene
• Synonyms: 1,2-dichloro-1-methoxy-ethene
• CAS NO: 42345-81-3
• Molecular Weight: 126.97
• Mol File: 42345-81-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,2-dichloro-1-methoxy-ethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dichloro-1-methoxy-ethene(42345-81-3)
• EPA Substance Registry System: 1,2-dichloro-1-methoxy-ethene(42345-81-3)

Safety Data

• Hazardous Substances Data: 42345-81-3(Hazardous Substances Data)

Upstream product

• 2648-53-5 bromotrichloroethylene 
• 124-41-4 sodium methylate 
• 157672-80-5 trans-form of 1.2-dichloro-1-bromo-ethene 
• 67-56-1 methanol 
• 430-58-0 1,2-dichloro-2-fluoroethene 

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.