51828-63-8

Basic information

• Product Name: 5-chloro-3-methyl-2-phenyl-1-benzothiophene
• Synonyms: 5-chloro-3-methyl-2-phenyl-1-benzothiophene
• CAS NO: 51828-63-8
• Molecular Formula: C₁₅H₁₁ClS
• Molecular Weight: 258.76584
• Mol File: 51828-63-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-chloro-3-methyl-2-phenyl-1-benzothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-3-methyl-2-phenyl-1-benzothiophene(51828-63-8)
• EPA Substance Registry System: 5-chloro-3-methyl-2-phenyl-1-benzothiophene(51828-63-8)

Safety Data

• Hazardous Substances Data: 51828-63-8(Hazardous Substances Data)

Upstream product

• 25784-83-2 (p-chlorophenylthio)acetone 
• 71-43-2 benzene 
• 19404-18-3 5-chloro-3-methylbenzo(b)thiophene 

Relevant articles and documents

Addition Reactions of Benzothiophen. Part 1. Self-addition and Addition of Simple Aromatic Hydrocarbons

Benzothiophen undergoes facile addition reactions across the 2,3-bond when treated with aluminium chloride in an appropriate solvent at 0 or 20 deg C.In carbon disulphide or dichloromethane, it undergoes self-addition to give two or more of the four possible 2- or 3-(2- or 3-benzothienyl)2,3-dihydrobenzothiophens (3)-(6).In the presence of an aromatic solvent, the dimerization reaction just mentioned predominates at low temperatures (0 deg C or below), or at room temperature if the solvent is benzene, chlorobenzene, t-butylbenzene, isopropylbenzene, or 1,3,5-trimethylbenzene.At room temperature, in toluene, ethylbenzene, and 1,2- or 1,4-dimethylbenzene, solvent addition occurs to give a mixture of the corresponding 2- and 3-aryl-2,3-dihydrobenzenethiophens.At 80 deg C, benzene and toluene give the fully aromatic 2-arylbenzothiophen.The reactions are discussed in terms of an ionic mechanism involving protonation of benzothiophen by moist aluminium chloride and reaction of the resulting electrophile with benzothiophen or with an aromatic substrate.