13129-17-4

Basic information

• Product Name: 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE
• Synonyms: 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE;4,5,6,7-tetrahydrobenzothiophene;BENZOTHIOPHENE, 4,5,6,7-TETRAHYDRO-
• CAS NO: 13129-17-4
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• Mol File: 13129-17-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 55℃/1mm
• Appearance: /
• Density: 1.099±0.06 g/cm3(Predicted)
• Refractive Index: 1.5580
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE(13129-17-4)
• EPA Substance Registry System: 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE(13129-17-4)

Safety Data

• Hazardous Substances Data: 13129-17-4(Hazardous Substances Data)

Usage

Description

4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE is a heterocyclic compound with a benzene ring fused to a thiophene ring and four hydrogen atoms attached to the carbon atoms. It is an important building block in the synthesis of various organic compounds and pharmaceuticals.
Used in Pharmaceutical Industry:
4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE is used as an active pharmaceutical intermediate for the synthesis of various drugs. It can be condensed with amino carboxyalkyl derivatives to form potentially tridentate Schiff bases, which can further react with salicylaldehyde to form a series of copper(II) complexes. These complexes have potential applications in medicinal chemistry.
Used in Organic Synthesis:
4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE is used as a key intermediate in the synthesis of various organic compounds. For example, the reaction of ethyl 2-diazo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate with 3-iminobutyronitrile yields the hydrazone derivative, which can be further used in the synthesis of other organic compounds.

Upstream product

• 13414-95-4 4-keto-4,5,6,7-tetrahydrothianaphthene 
• 1438-96-6 (2-oxocyclohexyl)acetic acid 
• 125878-84-4 3-<ω-(4-Methoxyphenoxy)butyl>thiophene 
• 4653-11-6 2-thiophenebutyric acid 
• 4653-08-1 4-oxo-4-thiophen-2-yl-butyric acid 
• 142274-16-6 Dithiocarbonic acid O-ethyl ester S-[2-hydroxy-2-(2-oxo-cyclohexyl)-ethyl] ester 
• 58372-62-6 4-(thiophen-2-yl)butanoyl chloride 
• 70660-05-8 diethyl (mercaptomethyl)phosphonate 
• 1680-73-5 2-chlorocyclohexene-1-carboxaldehyde 
• 1509927-87-0 1-[(ethoxycarbonothioyl)thio]-2-(2-oxocyclohexyl)ethyl pivalate 
• 95-15-8 Benzo[b]thiophene 

Downstream Products

• 111873-07-5 2-bromo-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 344441-22-1 2-(2-methylbenzoyl)-4,5,6,7-tetrahydrobenzothiophene 
• 128852-17-5 4,5,6,7-Tetrahydro-benzo[b]thiophene-2-sulfonyl chloride 
• 1468-84-4 5,6-dihydro-4H-benzothiophen-7-one 
• 40133-07-1 4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid 
• 263148-69-2 2-chloroacetyl-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 65361-26-4 4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid chloride 
• 98855-95-9 p-nitrobenzyl 7--3-methyl-3-cephem-4-carboxylate 
• 74882-00-1 2-(2-methylbenzoyl)benzothiophene 
• 83656-83-1 2-(o-methylbenzyl)benzothiophene 
• 57021-58-6 2-Carboxamido-4,5,6,7-tetrahydrobenzothiophen 
• 1310427-77-0 3-bromo-4,5,6,7-tetrahydrobenzothiophene 

Relevant articles and documents

A Simple Method for the Synthesis of Fused Thiophenes

A simple method for the synthesis of fused thiophenes by reaction of α-carboxymethyl substituted cyclic ketones with Lawesson-reagent is described.Considerations concerning the reaction mechanism are given. - Keywords: Lawesson reagent; Mechanism

Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions

Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.

Flexible routes to thiophenes

Three convergent routes to thiophenes are described, hinging on the radical addition of α-xanthyl ketones to ethyl vinyl sulfide or to vinyl pivalate. The latter route ultimately proved to be the most versatile and efficient (61-94%).