1,1,1-Trifluoro-2-methyl-4-phenylbut-3-yn-2-ol

Base Information

• Chemical Name: 1,1,1-Trifluoro-2-methyl-4-phenylbut-3-yn-2-ol
• CAS No.: 114389-74-1
• Molecular Formula: C11H9F3O
• Molecular Weight: 214.187
• DSSTox Substance ID: DTXSID90552745
• Mol file: 114389-74-1.mol

Synonyms:1,1,1-trifluoro-2-methyl-4-phenylbut-3-yn-2-ol;114389-74-1;SCHEMBL9794436;DTXSID90552745;XJHXWLPXCRFCBJ-UHFFFAOYSA-N

Chemical Property of 1,1,1-Trifluoro-2-methyl-4-phenylbut-3-yn-2-ol

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.06054939
• Heavy Atom Count: 15
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C#CC1=CC=CC=C1)(C(F)(F)F)O

Technology Process of 1,1,1-Trifluoro-2-methyl-4-phenylbut-3-yn-2-ol

There total 9 articles about 1,1,1-Trifluoro-2-methyl-4-phenylbut-3-yn-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: 87.0%

1,1,1-trifluoro-2-propanone (421-50-1) + phenylacetylene (536-74-3) → 2-methyl-4-phenyl-1,1,1-trifluorobut-3-yn-2-ol (114389-74-1)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

1,1,1-trifluoro-2-propanone; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/acs.orglett.0c02546

Reference yield: 76.0%

1,1,1-trifluoro-4-phenylbut-3-yn-2-one (58518-08-4) + methyllithium (917-54-4) → 2-methyl-4-phenyl-1,1,1-trifluorobut-3-yn-2-ol (114389-74-1)

Guidance literature:

In diethyl ether; at -78 ℃; for 1h;

DOI:10.1021/jo00261a006

Reference yield: 66.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 4-phenyl-3-butyne-2-one (1817-57-8) → 2-methyl-4-phenyl-1,1,1-trifluorobut-3-yn-2-ol (114389-74-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02636

upstream raw materials:

1,1,1-trifluoro-4-phenylbut-3-yn-2-one

methyllithium

4-phenyl-3-butyne-2-one

phenylacetylene

Downstream raw materials:

2,6-dimethyl-4-phenyl-2-(triflouromethyl)-2H-chromene

(E)-4,4,4-trifluoro-3-methyl-1-phenyl-2-buten-1-one