108535-37-1

Basic information

• Product Name: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL
• Synonyms: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL;4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL (DIASTEREOMERIC MIXTURE)
• CAS NO: 108535-37-1
• Molecular Formula: C₁₀H₁₁F₃O₂
• Molecular Weight: 220.19
• Mol File: 108535-37-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL(108535-37-1)
• EPA Substance Registry System: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL(108535-37-1)

Safety Data

• Hazardous Substances Data: 108535-37-1(Hazardous Substances Data)

Upstream product

• 1524-15-8 4,4,4-trifluoro-3-hydroxy-1-phenylbutan-1-one 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 108560-80-1 (R)-4,4,4-Trifluoro-1-phenyl-3-(tetrahydro-pyran-2-yloxy)-butan-1-ol 
• 116316-21-3 Acetic acid 3-oxo-3-phenyl-1-trifluoromethyl-propyl ester 
• 108535-35-9 (R)-(+)-(2-hydroxy-3,3,3-trifluoropropyl)phenyl ketone 

Relevant articles and documents

Asymmetric chemoenzymatic synthesis of 1,3-diols and 2,4-disubstituted aryloxetanes by using whole cell biocatalysts

Regio- and stereo-selective reduction of substituted 1,3-aryldiketones, investigated in the presence of different whole cell microorganisms, was found to afford β-hydroxyketones or 1,3-diols in very good yields (up to 95%) and enantiomeric excesses (up to 96%). The enantiomerically enriched aldols, obtained with the opposite stereo-preference by baker's yeast and Lactobacillus reuteri DSM 20016 bioreduction, could then be diastereoselectively transformed into optically active syn- or anti-1,3-diols by a careful choice of the chemical reducing agent (diastereomeric ratio up to 98 : 2). The latter, in turn, were stereospecifically cyclized into the corresponding oxetanes in 43-98% yields and in up to 94% ee, thereby giving a diverse selection of stereo-defined 2,4-disubstituted aryloxetanes.