Benzo[b]thiophene, 2-(trifluoromethyl)-

Base Information

• Chemical Name: Benzo[b]thiophene, 2-(trifluoromethyl)-
• CAS No.: 109272-30-2
• Molecular Formula: C9H5F3S
• Molecular Weight: 202.2
• Mol file: 109272-30-2.mol

Synonyms:Benzo[b]thiophene,2-(trifluoromethyl);2-trifluoromethyl-benzothiophen;2-Trifluoromethylbenzothiophene;2-(trifluoromethyl)benzo[b]thiophene;

Chemical Property of Benzo[b]thiophene, 2-(trifluoromethyl)-

Chemical Property:

• Melting Point: 52-53 °C
• Boiling Point: 232.3±35.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.379±0.06 g/cm3(Predicted)
• LogP: 3.92010

Purity/Quality:

2-(Trifluoromethyl)benzo[b]thiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzo[b]thiophene, 2-(trifluoromethyl)-

There total 2 articles about Benzo[b]thiophene, 2-(trifluoromethyl)- 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: 77.0%

benzo[b]thiophene-2-boronic acid (98437-23-1) + Langlois reagent (2926-29-6) → 2-trifluoromethylbenzothiophene (109272-30-2)

Guidance literature:

With tert.-butylhydroperoxide; copper(l) chloride; In methanol; dichloromethane; water; at 0 - 20 ℃; for 12h;

DOI:10.1021/ol3022726 DOI:10.1021/ol3022726

Reference yield:

benzo[b]thiophene-2-boronic acid (98437-23-1) + trifluoromethylcopper(I) (77152-08-0) → 2-trifluoromethylbenzothiophene (109272-30-2) + Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

With oxygen; triethylamine tris(hydrogen fluoride); In N,N-dimethyl-formamide; toluene; at 25 ℃; for 0.166667h;

DOI:10.1002/anie.201201613

upstream raw materials:

benzo[b]thiophene-2-boronic acid

trifluoromethylcopper(I)

Langlois reagent

Refernces

• 1、 Hofs?β, Robert,Rombach, David,Wagenknecht, Hans-Achim. "Thieme Chemistry Journal Awardees - Where are They Now? The Influence of Electron-Withdrawing Groups at the 2- and 2′-Positions of Dibenzothienylethenes on Molecular Switching". . p. 1422 - 1426. Retrieved 2017/07/22.
• 2、 Ye, Yingda,Künzi, Stefan A.,Sanford, Melanie S.. "Practical method for the Cu-mediated trifluoromethylation of arylboronic acids with CF3 radicals derived from NaSO2CF3 and tert-butyl hydroperoxide (TBHP)". supporting information. p. 4979 - 4981. Retrieved 2013/01/15.