149846-93-5

Basic information

• Product Name: 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol
• CAS NO: 149846-93-5
• Molecular Weight: 200.16
• Mol File: 149846-93-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol(149846-93-5)
• EPA Substance Registry System: 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol(149846-93-5)

Safety Data

• Hazardous Substances Data: 149846-93-5(Hazardous Substances Data)

Upstream product

• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 14856-86-1 (3,3,3-trifluoroprop-1-yn-1-yl)lithium 
• 100-52-7 benzaldehyde 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 754-12-1 2,3,3,3-tetrafluoro-propene 
• 102687-65-0 trans-1-chloro-3,3,3-trifluoropropene 
• 99728-16-2 (Z)-1-chloro-3,3,3-trifluoro-1-propene 
• 943610-08-0 1,1-dichloro-3,3,3-trifluoro-2-tosyloxypropene 
• 460-73-1 1,1,1,3,3-Pentafluoropropane 
• 949112-27-0 (E)-2-chloro-4,4,4-trifluoro-1-phenylbut-2-en-1-ol 

Downstream Products

• 1211006-82-4 C₁₀H₆BrF₃ 
• 956903-43-8 C₁₀H₁₀F₂O 
• 1388859-88-8 4,4,4-trifluoro-1-phenylbut-2-yn-1-yl benzoate 

Relevant articles and documents

Highly Enantioselective [3 + 2] Annulation of 3-Butynoates with β-Trifluoromethyl Enones Promoted by an Amine-Phosphine Binary Catalytic System

We report a highly enantioselective [3 + 2] annulation between 3-butynoates and β-trifluoromethyl enones, furnishing trifluoromethylated cyclopentenes with three contiguous stereogenic centers in good yields, high diastereoselectivities, and excellent enantioselectivities. A unique catalytic system consisting of a simple amine and a chiral phosphine was devised, and the synergistic play of Lewis basic amine and phosphine was crucial for alkyne isomerization and subsequent cyclization. The protocol disclosed herein allows facile activation of 3-butynoates in phosphine-mediated asymmetric transformations.

A Remarkable Influence of a Trifluoromethyl Group on the Reactions of β-Mercaptoalcohols with Fluorinated α-Bromoenones

Isomeric fluorinated α-bromoenones react with dinucleophilic β-mercaptoalcohols in CH2Cl2 at room temperature in the presence of Et3N in a multistep process. Depending on the position of the CF3 group, different O,S-heterocycles or non-cyclic products were obtained. With 3-bromo-1,1,1-trifluorobut-3-en-2-ones derivatives of 1,4-oxathianes were formed, but isomeric 2-bromo-4,4,4-trifluorobut-2-en-1-ones yielded 1,3-oxathiolanes or non-cyclic sulfides. The thia-Michael addition is proposed as the initial step of the reaction, and the final heterocyclization is governed by the location of the CF3 group.

Iron-Catalyzed Thiocyclization for the Synthesis of Trifluoro-methylated Benzothiophenes by C-H Functionalization of Aryl Disulfides

An iron-catalyzed thiocyclization of propynols with aryl disulfides has been developed for the synthesis of trifluoromethylated benzothiophenes. The one-pot tandem reaction involves Meyer-Schuster -rearrangement of propynols and radical cyclization through C-H functionalization of aryl disulfides. A variety of 2-trifluoroacyl benzothiophenes were prepared in moderate to good yields with good functional-group tolerance.