3,5-Bis(trifluoromethyl)thioanisole

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)thioanisole
• CAS No.: 685892-24-4
• Molecular Formula: C9H6F6S
• Molecular Weight: 260.203
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID701249383
• Mol file: 685892-24-4.mol

Synonyms:3,5-Bis(trifluoromethyl)thioanisole;685892-24-4;(3,5-bis(trifluoromethyl)phenyl)(methyl)sulfane;SCHEMBL16562807;FODCFYIWOJIZQL-UHFFFAOYSA-N;DTXSID701249383;AKOS015967503;1-(Methylthio)-3,5-bis(trifluoromethyl)benzene;BIS(4-TERT-BUTYLPHENYL)IODONIUMHEXAFLUOROPHOSPHATE

Chemical Property of 3,5-Bis(trifluoromethyl)thioanisole

Chemical Property:

• PSA: 25.30000
• LogP: 4.44610
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 260.00944034
• Heavy Atom Count: 16
• Complexity: 211

Purity/Quality:

98.5% ^*data from raw suppliers

3,5-BIS(TRIFLUOROMETHYL)THIOANISOLE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

Technology Process of 3,5-Bis(trifluoromethyl)thioanisole

There total 2 articles about 3,5-Bis(trifluoromethyl)thioanisole 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: 41.0%

carbon dioxide (124-38-9,18923-20-1) + 3,5-bis(trifluoromethyl)thiophenol (130783-02-7) → [3,5-bis(trifluoromethyl)phenyl] methyl sulfide (685892-24-4)

Guidance literature:

carbon dioxide; 3,5-bis(trifluoromethyl)thiophenol; With sodium tetrahydroborate; 18-crown-6 ether; at 80 ℃; for 0.5h; under 76.0051 Torr; Schlenk technique; Sealed tube;

With iodine; at 140 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.9b01180

Reference yield:

3,5-bis(trifluoromethyl)thiophenol (130783-02-7) → [3,5-bis(trifluoromethyl)phenyl] methyl sulfide (685892-24-4)

Guidance literature:

With sodium hydride; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo050852n

Reference yield:

[3,5-bis(trifluoromethyl)phenyl] methyl sulfide (685892-24-4) → 2,3-diphenyl-1,3-butadiene (2548-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MnSO₄*H₂O; H₂O₂; NaHCO₃ buffer / acetonitrile / 20 °C

2.1: phosphazene (triaminoiminophosphorane) base / tetrahydrofuran / 0.5 h

2.2: 45 percent / tetrahydrofuran / 16 h / 0 - 20 °C

With manganese(II) sulfate; NaHCO₃ buffer; iminotris(dimethylamino)phosphorane; dihydrogen peroxide; In tetrahydrofuran; acetonitrile; 2.2: Julia-Kocienski methylenation;

DOI:10.1021/jo050852n

upstream raw materials:

3,5-bis(trifluoromethyl)thiophenol

carbon dioxide

Downstream raw materials:

3,5-bis(trifluoromethyl)phenyl methyl sulfone

2,3-diphenyl-1,3-butadiene

3,5-bis-(trifluoromethyl)phenol

Refernces

• 1、 Alonso, Diego A.,Fuensanta, Monica,Najera, Carmen,Varea, Montserrat. "3,5-Bis(trifluoromethyl)phenyl sulfones in the direct Julia-Kocienski olefination". . p. 6404 - 6416. Retrieved 2007/10/03.