6-Fluorobenzo[b]thiophene

Base Information

• Chemical Name: 6-Fluorobenzo[b]thiophene
• CAS No.: 205055-10-3
• Molecular Formula: C8H5FS
• Molecular Weight: 152.18900
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00597945
• Wikidata: Q82493610
• Mol file: 205055-10-3.mol

Synonyms:6-fluorobenzo[b]thiophene;205055-10-3;6-fluoro-1-benzothiophene;Benzo[b]thiophene, 6-fluoro-;6-fluorobenzothiophene;SCHEMBL153668;DTXSID00597945;IAWIFBMBSZRKGZ-UHFFFAOYSA-N;MFCD18207210;AKOS015919500;AS-59316;DB-066225;CS-0097358;A23194;P15213;J-519708

Chemical Property of 6-Fluorobenzo[b]thiophene

Chemical Property:

• Boiling Point: 226.2±13.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.298±0.06 g/cm3(Predicted)
• LogP: 3.04040
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.00959950
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99.3% ^*data from raw suppliers

6-Fluorobenzo[b]thiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CS2)F

Technology Process of 6-Fluorobenzo[b]thiophene

There total 7 articles about 6-Fluorobenzo[b]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: 95.0%

6-fluorobenzo[b]thiophene-2-carboxylic acid (142329-23-5) → 6-fluoro-benzo[b]thiophene (205055-10-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 200 ℃; for 2h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01374

Reference yield:

6-fluoro-1-benzothiophen-3(2H)-one (1098607-88-5) → 6-fluoro-benzo[b]thiophene (205055-10-3)

Guidance literature:

With hydrogenchloride; sodium borohydrid; In ethanol; chloroform; ethyl acetate;

Reference yield:

3-fluorobenzenethioacetaldehyde diethyl acetal (501944-64-5) → 6-fluoro-benzo[b]thiophene (205055-10-3) + 4-fluorobenzo[b]thiophene (310466-38-7)

Guidance literature:

With PPA; Polyphosphoric acid (PPA); In chlorobenzene; for 1.75h; Heating / reflux;

upstream raw materials:

6-fluorobenzo[b]thiophene-2-carboxylic acid

2,4-difluorobenzaldehyde

6-fluorobenzo[b]thiophene-2-carboxylic acid ethyl ester

3-fluorobenzenethioacetaldehyde diethyl acetal

Downstream raw materials:

C₂₇H₃₂FNO₄SSi

1-benzyl-3-methyl-4-hydroxy-4-(2-trimethylsilyl-6-fluorobenzothien-7-yl)piperidine

1-(6-fluorobenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)-propan-1-ol

Refernces

• 1、 Allen, Daniel,Callaghan, Owen,Cordier, Frederic L.,Dobson, David R.,Harris, John R.,Hotten, Terry M.,Owton, W. Martin,Rathmell, Richard E.,Wood, Virginia A.. "An improved synthesis of substituted benzo[b]thiophenes using microwave irradiation". . p. 9645 - 9647. Retrieved 2007/10/03.
• 2、 -. "Indole derivatives for the treatment of depression and anxiety". Page/Page column 47. . Retrieved 2010/02/05.