4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL

Base Information

• Chemical Name: 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL
• CAS No.: 108535-37-1
• Molecular Formula: C10H11 F3 O2
• Molecular Weight: 220.19
• Hs Code.: 2906299090
• Mol file: 108535-37-1.mol

Synonyms:4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL;4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL (DIASTEREOMERIC MIXTURE)

Chemical Property of 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL

Chemical Property:

• PSA: 40.46000
• LogP: 2.03330

Purity/Quality:

97% ^*data from raw suppliers

4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL

There total 6 articles about 4,4,4-TRIFLUORO-1-PHENYLBUTANE-1,3-DIOL 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:

(R)-(+)-(2-hydroxy-3,3,3-trifluoropropyl)phenyl ketone (108535-35-9) → syn-(1S,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-37-1) + anti-(1R,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-38-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -70 ℃; for 3h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00391a007

Reference yield:

4,4,4-trifluoro-3-hydroxy-1-phenylbutan-1-one (1524-15-8) → syn-(1S,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-37-1) + anti-(1R,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-38-2) + anti-(1S,3S)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-61-1) + syn-(1R,3S)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-56-4)

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -40 - -20 ℃; Overall yield = 98 %;

DOI:10.1039/c6ob02320g

Reference yield:

Acetic acid 3-oxo-3-phenyl-1-trifluoromethyl-propyl ester (116316-21-3) → syn-(1S,3R)-4,4,4-trifluoro-1-phenylbutane-1,3 diol (108535-37-1)

Guidance literature:

Multi-step reaction with 2 steps

2: tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 5 h / -40 °C

With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;

DOI:10.1021/jo00391a007

upstream raw materials:

(R)-(+)-(2-hydroxy-3,3,3-trifluoropropyl)phenyl ketone

Acetic acid 3-oxo-3-phenyl-1-trifluoromethyl-propyl ester

(R)-4,4,4-Trifluoro-1-phenyl-3-(tetrahydro-pyran-2-yloxy)-butan-1-ol

1-Phenyl-4,4,4-trifluorobutane-1,3-dione