1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

Base Information

• Chemical Name: 1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL
• CAS No.: 357-77-7
• Molecular Formula: C15H10 F2 O
• Molecular Weight: 244.241
• Hs Code.: 2906299090
• Mol file: 357-77-7.mol

Synonyms:2-Propyn-1-ol,1,1-bis(p-fluorophenyl)- (8CI); 1,1-Bis(4-fluorophenyl)-2-propyn-1-ol

Chemical Property of 1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 325.666°C at 760 mmHg
• PKA: 11.45±0.29(Predicted)
• Flash Point: 150.758°C
• PSA: 20.23000
• Density: 1.269g/cm³
• LogP: 2.83390
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

1,1-Bis(4-fluorophenyl)prop-2-yn-1-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

There total 7 articles about 1,1-BIS-(4-FLUORO-PHENYL)-PROP-2-YN-1-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: 98.0%

4,4'-Difluorobenzophenone (345-92-6) + trimethylsilylacetylene (1066-54-2) → 1,1-bis(4-fluorophenyl)prop-2-yn-1-ol (357-77-7)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at -10 ℃; for 1h;

4,4'-Difluorobenzophenone; In tetrahydrofuran; at -10 ℃; for 5h;

With methanol; potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

Reference yield: 71.0%

ethynylmagnesium chloride (65032-27-1) + 4,4'-Difluorobenzophenone (345-92-6) → 1,1-bis(4-fluorophenyl)prop-2-yn-1-ol (357-77-7)

Guidance literature:

ethynylmagnesium chloride; 4,4'-Difluorobenzophenone; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; Saturated solution;

DOI:10.3762/bjoc.5.25

Reference yield: 43.0%

calcium carbide + 4,4'-Difluorobenzophenone (345-92-6) → 1,1,4,4-tetrakis(4-fluorophenyl)but-2-yne-1,4-diol (1446174-98-6) + 1,1-bis(4-fluorophenyl)prop-2-yn-1-ol (357-77-7)

Guidance literature:

calcium carbide; With potassium hydroxide; for 0.5h; Milling; Sealed tube;

4,4'-Difluorobenzophenone; for 3h; Milling; Sealed tube;

DOI:10.1002/anie.201905670

upstream raw materials:

4,4'-Difluorobenzophenone

trimethylsilylacetylene

ethynylmagnesium chloride

acetylenemagnesium bromide

Downstream raw materials:

2,2-bis(4-fluorophenyl)-6-[(methoxycarbonyl)methyl]-2H-1-benzopyran

3,3-bis(4-fluorophenyl)-8-(methoxycarbonyl)-3H-naphtho[2,1-b]pyran

2,2-bis(4-fluorophenyl)-6-({[(9H-fluoren-9-yl)methoxycarbonyl]amino}methyl)-2H-1-benzopyran

3-(3,3-bis(4-fluorophenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione

Refernces

• 1、 van Rooden,Kohsiek,Kreekel,van Esbroeck,van den Nieuwendijk,Janssen,van den Berg,Overkleeft,van der Stelt. "Design and Synthesis of Quenched Activity-based Probes for Diacylglycerol Lipase and α,β-Hydrolase Domain Containing Protein 6". . p. 3491 - 3500. Retrieved 2018/11/25.
• 2、 Yang, Lu,Zeng, Qingle. "Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement". . p. 3149 - 3156. Retrieved 2017/07/12.