73496-70-5

Basic information

• Product Name: (Z)-1-Chlor-1-(4-methylphenyl)-1-propen
• Synonyms: (Z)-1-Chlor-1-(4-methylphenyl)-1-propen
• CAS NO: 73496-70-5
• Molecular Weight: 166.65
• Mol File: 73496-70-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (Z)-1-Chlor-1-(4-methylphenyl)-1-propen(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-Chlor-1-(4-methylphenyl)-1-propen(73496-70-5)
• EPA Substance Registry System: (Z)-1-Chlor-1-(4-methylphenyl)-1-propen(73496-70-5)

Safety Data

• Hazardous Substances Data: 73496-70-5(Hazardous Substances Data)

Upstream product

• 5337-93-9 4'-methylpropiophenone 
• 79-03-8 propionyl chloride 
• 108-88-3 toluene 
• 2749-93-1 1-methyl-4-(1-propyn-1-yl)benzene 

Downstream Products

• 69673-92-3 α-chloro-4-methyl propiophenone 

Relevant articles and documents

One-step preparation of α-chlorostyrenes

α-Chlorostyrenes were prepared via a one-step method involving Friedel-Crafts reaction of various aromatic substrates with acid chlorides in the presence of a heterogeneous Si-Fe catalyst.

Vinylcations, 39. Zinc Chloride Catalysed Addition of Hydrogen Chloride to Cyclopropylalkynes

Zinc chloride catalysed addition of hydrogen chloride to 1-cyclopropylalkynes 5a-e (R = CH3, c-C3H5, phenyl, p-tolyl, 4-methoxyphenyl) is studied and the results are compared with those of the addition of HCl/ZnCl2 to several substituted arylalkynes 10a-h.Thus, the alkynes are reacted with HCl/ZnCl2 in dichloromethane and the reaction products are investigated also with respect to their stereochemistry.All alkynes yield predominantly the direkt hydrogen chloride addition products.The 1-cyclopropylalkynes 5a-d give (E)-1-chloro-1-cyclopropyl-1-alkenes 15, and (E)-1-chloro-2-cyclopropyl-1-(4-methoxyphenyl)ethene (16e) is obtained as the major product from 5e (R = 4-CH3OC6H4).Moreover, ring opening to homoallenyl chlorides 19 and, as a side reaction, formation of the ketones 17 and 18 by the addition of water are observed.In a secondary addition reaction, the dichlorides 20 are also obtained by homoallyl rearrangement.The arylalkynes 10a-g react preferentially with formation of (E)-1-aryl-1-chloroalkenes 21.Relative rates are obtained by inter- and intramolecular competition reactions of the alkynes 23 and 5b-e with HCl/ZnCl2 showing the order of stabilization by substituents of the intermediate vinyl cation 2 to be 4-ClC6H4 E2 mechanism.The preferential formation of the addition products E-15, E-16, and E-21 is attributed to a syn-vinyl cation ion pair and to steric approach control of the β-substituents in the vinyl cation intermediate 2.