1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol

Base Information

• Chemical Name: 1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol
• CAS No.: 99727-20-5
• Molecular Formula: C10H7 F3 O
• Molecular Weight: 200.16
• Hs Code.: 29062900
• European Community (EC) Number: 671-020-0
• DSSTox Substance ID: DTXSID30370369
• Nikkaji Number: J1.762.816J
• Mol file: 99727-20-5.mol

Synonyms:99727-20-5;1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol;1,1,1-trifluoro-2-phenylbut-3-yn-2-ol;Benzenemethanol, a-ethynyl-a-(trifluoromethyl)-;2-Phenyl-1,1,1-trifluorobut-3-yn-2-ol;SCHEMBL611603;DTXSID30370369;MFCD00792447;AKOS006221875;FS-1184;1-Ethynyl-1-trifluoromethylbenzyl alcohol;1,1,1-Trifluoro-2-phenyl-3-butyne-2-ol;1,1,1-trifluoro-2-phenyl-but-3-yn-2-ol;CS-0325552;FT-0642405;Benzenemethanol,a-ethynyl-a-(trifluoromethyl)-;(2S)-1,1,1-trifluoro-2-phenyl-but-3-yn-2-ol;1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol, 96%;A846071

Chemical Property of 1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol

Chemical Property:

• Appearance/Colour: clear brown liquid
• Vapor Pressure: 0.0425mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 228°Cat760mmHg
• PKA: 9.95±0.10(Predicted)
• Flash Point: 98.6°C
• PSA: 20.23000
• Density: 1.301g/cm³
• LogP: 2.06970
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.04489933
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

99%, ^*data from raw suppliers

1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,1,1-Trifluoro-2-phenyl-3-butyn-2-ol

There total 14 articles about 1,1,1-Trifluoro-2-phenyl-3-butyn-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: 89.0%

2,2,2-Trifluoroacetophenone (434-45-7) + acetylenemagnesium bromide (4301-14-8) → (R,S)-1,1,1-trifluoro-2-phenylbut-3-yn-2-ol (99727-20-5)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c3ob40496j

Reference yield: 77.0%

(+)-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl acetate (141946-97-6,142034-44-4) → (R)-4,4,4-trifluoro-3-phenyl-3-hydroxybutyne (88445-11-8,88445-10-7,99727-20-5)

Guidance literature:

With potassium hydroxide; for 0.5h;

DOI:10.1016/S0957-4166(00)80378-X

Reference yield: 23.0%

(R,S)-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl acetate (141946-97-6,142034-44-4) → (R)-4,4,4-trifluoro-3-phenyl-3-hydroxybutyne (88445-11-8,88445-10-7,99727-20-5)

Guidance literature:

With Candida antarctica Lipase A; In aq. phosphate buffer; at 25 ℃; for 48h; pH=7; Resolution of racemate; Enzymatic reaction;

DOI:10.1039/c9cc09103c

upstream raw materials:

2,2,2-Trifluoroacetophenone

acetylenemagnesium bromide

sodium acetylide

(R,S)-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl acetate

Downstream raw materials:

(E)-1,1,1,5,5,5-hexafluoro-2-phenylpent-3-en-2-ol

Refernces

• 1、 No?l, Florent,Vukovi?, Vuk D.,Yi, Jing,Richmond, Edward,Kravljanac, Pavle,Moran, Joseph. "Catalytic Synthesis of Trifluoromethylated Allenes, Indenes, Chromenes, and Olefins from Propargylic Alcohols in HFIP". . p. 15926 - 15947. Retrieved 2019/12/25.
• 2、 Muriel, Bastian,Orcel, Ugo,Waser, Jerome. "Palladium-Catalyzed Carboamination of Allylic Alcohols Using a Trifluoroacetaldehyde-Derived Tether". supporting information. p. 3548 - 3551. Retrieved 2017/07/17.