117175-12-9

Basic information

• Product Name: 2-benzyl-5-chlorothiophene
• Synonyms: 2-benzyl-5-chlorothiophene
• CAS NO: 117175-12-9
• Molecular Weight: 208.711
• Mol File: 117175-12-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-benzyl-5-chlorothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-5-chlorothiophene(117175-12-9)
• EPA Substance Registry System: 2-benzyl-5-chlorothiophene(117175-12-9)

Safety Data

• Hazardous Substances Data: 117175-12-9(Hazardous Substances Data)

Upstream product

• 13132-15-5 2-benzylthiophene 
• 100-39-0 benzyl bromide 
• 162607-18-3 (5-chlorothiophen-2-yl)boronic acid 
• 100-44-7 benzyl chloride 
• 96-43-5 2-thienyl chloride 
• 2873-18-9 5-bromo-2-chlorothiophene 
• 55791-06-5 benzyl mesylate 

Relevant articles and documents

Suzuki-miyaura cross-couplings mediated by trans-PdBr(N-Succ)(PPh 3)2: A convenient synthetic method for diarylmethanes and aryl(heteroaryl)- methanes

Diarylmethanes can be accessed efficiently by Suzuki-Miyaura cross-couplings of arylboronic acids with benzyl halides mediated by trans-PdBr(N-Succ) (PPh3)2. The methodology can be applied to the synthesis of aryl(heteroaryl)methanes. Georg Thieme Verlag Stuttgart New York.

Palladium-catalyzed benzylation of heterocyclic aromatic compounds

Broadly applicable palladium-catalyzed heteroarene benzylation reactions are described with a focus on the most challenging heterocyclic classes under traditional benzylation techniques such as sulfur-containing heterocycles and those bearing functional groups that would be incompatible with reactions requiring Lewis acids and/or strong bases.

Synthesis of some Thiophenium Bis(t-butoxycarbonyl)methylides

Thiophene derivatives react with di-t-butyl diazomalonate in the presence of rhodium(II) carboxylates to yield thiophenium bis(t-butoxycarbonyl)methylides.Rhodium(II) hexanoate is a more efficient catalyst than rhodium(II) acetate, shortening reaction times and increasing yields of the ylides.Series of 2-halogeno-, 2-alkyl-, 2-benzyl-5-halogeno-, and 2-benzyl-5-alkyl-thiophenium ylides are described.Whilst 2-methyl-, 2-ethyl-, and 2-isopropyl-thiophenes readily form the ylides in good yield, 2-t-butylthiophene appears to undergo further reaction to yield 1,3-bis-t-butoxycarbonyl-2-(3-t-butyl-6,6-bis-t-butoxycarbonyl-2-thioniabicyclohex-3-en-2-yl)methanide (2) whose structure has been confirmed by X-ray crystallography.