1,3-dihydrobenzo[c]thiophene

Base Information

• Chemical Name: 1,3-dihydrobenzo[c]thiophene
• CAS No.: 2471-92-3
• Molecular Formula: C8H8S
• Molecular Weight: 136.218
• Hs Code.: 2934999090
• Mol file: 2471-92-3.mol

Synonyms:Benzo(c)thiophene, 1,3-dihydro-;1,3-Dihydro-2-benzothiophene;1,3-Dihydrobenzo[c]thiophene;o-Xylylene sulfide;

Chemical Property of 1,3-dihydrobenzo[c]thiophene

Chemical Property:

• Vapor Pressure: 0.0536mmHg at 25°C
• Refractive Index: 1.629
• Boiling Point: 242.2 °C at 760 mmHg
• Flash Point: 99.1 °C
• PSA: 25.30000
• Density: 1.154 g/cm³
• LogP: 2.43340
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

1,3-dihydro-2-benzothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,3-Dihydro-2-benzothiophene can be used in the synthesis bis(dithiolene)molybdenum analogs relevant to the DMSO reductase enzyme family. It can also be useful in the evaluation of genoprotection against malathion induced toxicity by Orthosiphon thymiflorus.

Technology Process of 1,3-dihydrobenzo[c]thiophene

There total 11 articles about 1,3-dihydrobenzo[c]thiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

1-Diazomethyl-3-methylsulfanyl-benzene (85865-08-3) → 1,3-Dihydrobenzothiophen (2471-92-3) + (o-methylthio)benzalazine (85865-10-7) + trans-bis[(o-methylthio)phenyl]ethylene (85865-09-4)

Guidance literature:

In chlorobenzene; Heating;

DOI:10.1021/ja00357a021

Reference yield: 32.0%

1-Diazomethyl-3-methylsulfanyl-benzene (85865-08-3) → 1,3-Dihydrobenzothiophen (2471-92-3) + o-(2-ethoxy-1-propyl)thioanisole (85865-11-8) + trans-bis[(o-methylthio)phenyl]ethylene (85865-09-4)

Guidance literature:

In diethyl ether; at 20 ℃; Irradiation;

DOI:10.1021/ja00357a021

Reference yield: 29.0%

bis-<2-(methylthio)benzyl> oxalate (345937-14-6) → 2,3-dihydrobenzo(b)thiophene (4565-32-6) + 1,3-Dihydrobenzothiophen (2471-92-3) + benzocyclobutene (694-87-1) + methyl o-tolyl sulfide (14092-00-3)

Guidance literature:

at 800 ℃; for 1.66667h; under 0.001 Torr; Further byproducts given;

upstream raw materials:

potassium thioacyanate

2-ethyl-1,3-dihydrobenzothiophenium tetrafluoroborate

bis-<2-(methylthio)benzyl> oxalate

1-Diazomethyl-3-methylsulfanyl-benzene

Downstream raw materials:

1-<2-(mercaptomethyl)phenyl>-2-methyl-2-propanol

2-methylbenzyl mercaptan

benzo[c]thiophene

α,α,α'-trichloro-o-xylene

Refernces

• 1、 Nagashima, Sayoko,Kamiguchi, Satoshi,Kudo, Kentaro,Sasaki, Tomoaki,Chihara, Teiji. "Intramolecular condensation of 1,2-C6H4(CH 2RH)2 (R = O, S, and NH) to yield heterocyclic compounds over halide-cluster catalysts". scheme or table. p. 78 - 80. Retrieved 2011/05/07.
• 2、 Crow, Wilfrid D.,Pang, Y. T.. "Synthetic Applications of Intramolecular Insertion in Arylcarbenes. VI. Ylid Rearrangements in Pyrolysis of o-Alkylthiophenylcarbenes". . p. 1903 - 1914. Retrieved 2007/10/02.