111382-64-0

Basic information

• Product Name: Benzo[c]thiophene, 1,3-dihydro-1,3-diphenyl-
• CAS NO: 111382-64-0
• Molecular Formula: C20H16S
• Molecular Weight: 288.413
• Mol File: 111382-64-0.mol

Chemical Properties

• CAS DataBase Reference: Benzo[c]thiophene, 1,3-dihydro-1,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[c]thiophene, 1,3-dihydro-1,3-diphenyl-(111382-64-0)
• EPA Substance Registry System: Benzo[c]thiophene, 1,3-dihydro-1,3-diphenyl-(111382-64-0)

Safety Data

• Hazardous Substances Data: 111382-64-0(Hazardous Substances Data)

Upstream product

• 42908-58-7 α,α'-diphenylphthalyl alcohol 

Downstream Products

• 792-68-7 1,2-dibenzylbenzene 

Relevant articles and documents

Oxidation of 1,4-dihydro-1,4-diphenyl-2,3-benzodithiin

1,4-Dihydro-1,4-diphenyl-2,3-benzodithiin (3), synthesized from 1,2-bis(phenylmethyl) benzene (1), was subjected to oxidation to give 1,4-dihydro-1,4-diphenyl-2,3-benzodithiin 2-oxide (4) as a mixture of diastereomers separable by column chromatography. (1R*,2R*,4S*)-1,4-Dihydro-1,4-diphenyl-2,3-benzodithiin 2-oxide (4-meso-1) was obtained preferentially from (1R*,4S*)-1,4-dihydro-1,4-diphenyl-2,3-benzodithiin (3-meso) with m-chloroperbenzoic acid (m-CPBA). The 4-meso-1 stereoisomer afforded an unexpected product 1,3-diphenyl-benzo[c]thiophene (5) upon further oxidation with mCPBA. On the other hand, oxidation of 1,4-dihydro-1,4-diphenyl-2,3-benzodithiin 2-oxides (4-dl and 4-meso), with Oxone gave 1,4-dihydro-1,4-diphenyl-2,3-benzodithiin 2,2-dioxide (7).

Direct Conversion of Alcohols into Thiols

A simple one-pot reaction between alcohols and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (Lawesson's reagent, LR) affords the corresponding thiols, accompanied by dehydration products, alkenes.Treatment of acyclic 1,4-diols with LR gives the 1,3-dienes. o-(Dihydroxymethyl)benzene derivatives yield the 1,3-dihydrobenzothiophenes when treated with LR.