2,3-Dihydrobenzothiophene

Base Information

• Chemical Name: 2,3-Dihydrobenzothiophene
• CAS No.: 4565-32-6
• Molecular Formula: C8H8S
• Molecular Weight: 136.218
• DSSTox Substance ID: DTXSID30963412
• Nikkaji Number: J101.209F
• Wikidata: Q82945268
• Mol file: 4565-32-6.mol

Synonyms:2,3-Dihydrobenzo[b]thiophene;2,3-Dihydrobenzothiophene;4565-32-6;2,3-Dihydro-1-benzothiophene;Benzothiophane;Dihydrobenzothiophene;2,3-dihydro-benzo[b]thiophene;Benzo[b]thiophene, 2,3-dihydro-;2,3-Dihydrobenzo(b)thiophene;Benzo(b)thiophene, 2,3-dihydro-;1-Thiaindan;1,3-Dihydrobenzothiophene;SCHEMBL8997;2,3-dihydrobenzo(b)thiophen;SCHEMBL10884423;DTXSID30963412;2,3-Dihydro-1-benzothiophene #;AMY19129;MFCD18451841;AKOS025295343

Chemical Property of 2,3-Dihydrobenzothiophene

Chemical Property:

• Vapor Pressure: 0.173mmHg at 25°C
• Melting Point: 86.5-87 °C
• Boiling Point: 219.8°Cat760mmHg
• Flash Point: 83.9°C
• PSA: 25.30000
• Density: 1.154g/cm³
• LogP: 2.33480
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 136.03467143
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC2=CC=CC=C21

Technology Process of 2,3-Dihydrobenzothiophene

There total 31 articles about 2,3-Dihydrobenzothiophene 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: 83.0%

S-(2-iodophenethyl) 4-azidobutanethioate (461383-65-3) → 4-azido-thiobutyric acid S-phenethyl ester + 2-pyrrolidinon (616-45-5) + 2,3-dihydrobenzo(b)thiophene (4565-32-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/ol026366t

Reference yield: 81.2%

Benzo[b]thiophene (95-15-8,11095-43-5) → 2,3-dihydrobenzo(b)thiophene (4565-32-6) + ethylbenzene (100-41-4,27536-89-6)

Guidance literature:

With H₄Ru₄(CO)8(PPh₃)4; In benzene; at 170 ℃; for 384h; under 75006 Torr; Further Variations:; Reagents; Temperatures; var. time; Product distribution;

DOI:10.1016/S0022-328X(99)00162-X

Reference yield: 53.0%

C18H21N2OS(1+)*BF4(1-) → 2,3-dihydrobenzo(b)thiophene (4565-32-6) + 1-(2-methoxyphenyl)-2-propanol (15541-26-1)

Guidance literature:

With tetrathiafulvalene; water; In acetone; at 20 ℃;

DOI:10.1039/b000786m

upstream raw materials:

Benzo[b]thiophene

2-bromo-1-benzothiophene

2,2,3,3-tetrafluoro-2,3-dihydrobenzothiophene

bis-<2-(methylthio)benzyl> oxalate

Downstream raw materials:

5-bromo-2,3-dihydrobenzo[b]thiophene 1,1-dioxide

CH₃C[CH₂P(C₆H₅)2]3IrH₂(C₈SH₈)⁽¹⁺⁾*B(C₆H₅)4^(1-)=CH₃C[CH₂P(C₆H₅)2]3IrH₂(C₈SH₈)B(C₆H₅)4

trans-dichlorobis(2,3-dihydrobenzo{b}thiophene)palladium(II)

ethyl 7-benzoyl-5-chloro-2,3-dihydro-1,1-dioxobenzothiophene-3-carboxylate

Refernces

• 1、 Zhang, Sishi,Xu, Jie,Cheng, Hongmei,Zang, Cuicui,Sun, Bin,Jiang, Heyan,Bian, Fengxia. "Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions". supporting information. . Retrieved 2020/03/30.
• 2、 Tran, Ba L.,Fulton, John L.,Linehan, John C.,Lercher, Johannes A.,Bullock, R. Morris. "Rh(CAAC)-Catalyzed Arene Hydrogenation: Evidence for Nanocatalysis and Sterically Controlled Site-Selective Hydrogenation". . p. 8441 - 8449. Retrieved 2018/08/17.