3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol

Base Information

• Chemical Name: 3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol
• CAS No.: 106181-90-2
• Molecular Formula: C₉H₉F₃O₂S
• Molecular Weight: 238.23
• DSSTox Substance ID: DTXSID50549414
• Mol file: 106181-90-2.mol

Synonyms:106181-90-2;3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol;2-Propanol, 1,1,1-trifluoro-3-(phenylsulfinyl)-;DTXSID50549414;ITZXIJLICBNNSZ-UHFFFAOYSA-N

Chemical Property of 3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 238.02753519
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)CC(C(F)(F)F)O

Technology Process of 3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol

There total 3 articles about 3-(Benzenesulfinyl)-1,1,1-trifluoropropan-2-ol 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: 90.0%

3-phenylsulfinyl-1,1,1-trifluoropropan-2-one (100422-17-1) → 3-Benzenesulfinyl-1,1,1-trifluoro-propan-2-ol (106181-90-2,110929-53-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 4h; Ambient temperature;

DOI:10.1016/S0022-1139(00)82001-1

Reference yield:

racemic methyl phenyl sulfoxide (1193-82-4) → 3-Benzenesulfinyl-1,1,1-trifluoro-propan-2-ol (106181-90-2,110929-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / lithium diisopropylamine / tetrahydrofuran / 3 h / -50 °C

2: 90 percent / sodium borohydride / ethanol / 4 h / Ambient temperature

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1016/S0022-1139(00)82001-1

Reference yield:

lithilated phenyl methyl sulfoxide (40110-39-2) → 3-Benzenesulfinyl-1,1,1-trifluoro-propan-2-ol (106181-90-2,110929-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / -78 °C

2: NaBH₄ / ethanol

With sodium tetrahydroborate; In tetrahydrofuran; ethanol;

DOI:10.1246/cl.1985.889

upstream raw materials:

3-phenylsulfinyl-1,1,1-trifluoropropan-2-one

racemic methyl phenyl sulfoxide

lithilated phenyl methyl sulfoxide

Downstream raw materials:

3,3,3-trifluoro-1-propenyl phenyl sulfoxide

1,1,1-trifluoro-3-(phenylsulfonyl)propan-2-ol

Acetic acid 1-benzenesulfonylmethyl-2,2,2-trifluoro-ethyl ester

5-Benzenesulfinylmethyl-6,6,6-trifluoro-3-oxo-hexanoic acid ethyl ester