5-Trifluoromethylbenzo[b]thiophene

Base Information

• Chemical Name: 5-Trifluoromethylbenzo[b]thiophene
• CAS No.: 132896-18-5
• Molecular Formula: C9H5F3S
• Molecular Weight: 202.2
• DSSTox Substance ID: DTXSID40471710
• Wikidata: Q82300355
• Mol file: 132896-18-5.mol

Synonyms:132896-18-5;5-Trifluoromethylbenzo[b]thiophene;5-(Trifluoromethyl)benzo[b]thiophene;5-(trifluoromethyl)-1-benzothiophene;5-(trifluoromethyl)benzothiophene;Benzo[b]thiophene, 5-(trifluoromethyl)-;SCHEMBL826881;DTXSID40471710;5-Trifluoromethyl-benzo[b]thiophene;MFCD02913601;AKOS016002105;SY343262;FT-0721837;F19777;EN300-6489617;A806520;J-517954;Z1269139797

Chemical Property of 5-Trifluoromethylbenzo[b]thiophene

Chemical Property:

• Melting Point: 50 °C
• Boiling Point: 232.297 °C at 760 mmHg
• Flash Point: 94.29 °C
• PSA: 28.24000
• Density: 1.38 g/cm³
• LogP: 3.92010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 202.00640582
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

5-(Trifluoromethyl)benzo[b]thiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Trifluoromethylbenzo[b]thiophene

There total 7 articles about 5-Trifluoromethylbenzo[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: 74.0%

5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (244126-64-5) → 5-trifluoromethylbenzothiophene (132896-18-5)

Guidance literature:

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

Reference yield: 49.7%

Diethyl disulfide (110-81-6) + 4-chlorobenzotrifluoride (98-56-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + α,α,α-trifluorotoluene (98-08-8) + 4-trifluoromethylbenzenethiol (825-83-2) + 5-trifluoromethylbenzothiophene (132896-18-5) + 1-(trifluoromethyl)-4-{[4-(trifluoromethyl)phenyl]sulfanyl}benzene (90141-51-8)

Guidance literature:

at 630 ℃; for 0.0175h; Product distribution; gas phase copyrolysis;

Reference yield:

4-chlorobenzotrifluoride (98-56-6) → α,α,α-trifluorotoluene (98-08-8) + 5-trifluoromethylbenzothiophene (132896-18-5) + 1-(trifluoromethyl)-4-{[4-(trifluoromethyl)phenyl]sulfanyl}benzene (90141-51-8)

Guidance literature:

With hydrogen sulfide; acetylene; at 670 ℃; for 0.0180556h; Yield given. Yields of byproduct given;

upstream raw materials:

Diethyl disulfide

4-chlorobenzotrifluoride

acetylene

5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid

Downstream raw materials:

4,4,5,5-tetramethyl-2-(5-trifluoromethyl-benzo[b]thiophen-2-yl)-[1,3,2]dioxaborolane

Refernces

• 1、 -. "METHOD FOR PROMOTING PLANT GROWTH". Paragraph 0224. . Retrieved 2015/11/11.
• 2、 Deryagina, E. N.,Korchevin, N. A.,Sukhomazova, E. N.,Russavskaya, N. V.,Voronkov, M. G.. "HIGH-TEMPERATURE ORGANIC SYNTHESIS. XLII. REACTION OF HALOGENOARENES AND 2-CHLOROTHIOPHENE WITH HYDROGEN SULFIDE IN THE PRESENCE OF ACETYLENE". . p. 1863 - 1867. Retrieved 2007/10/02.