3108-34-7

Basic information

• Product Name: (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE
• Synonyms: 4,4,4-TRIFLUORO-1-PHENYLBUT-2-(E)-ENE-1-ONE;(E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE
• CAS NO: 3108-34-7
• Molecular Formula: C₁₀H₇F₃O
• Molecular Weight: 200.16
• Mol File: 3108-34-7.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE(3108-34-7)
• EPA Substance Registry System: (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE(3108-34-7)

Safety Data

• Hazardous Substances Data: 3108-34-7(Hazardous Substances Data)

Usage

General Description

(E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE, also known as 4,4,4-trifluoro-1-phenyl-2-butanone, is a chemical compound with the molecular formula C10H7F3O. It is a yellow liquid with a pungent odor, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE has applications in the field of medicinal chemistry, where it can be used as a building block for the production of various pharmaceutical drugs. Additionally, it is also utilized in the production of flavors and fragrances. (E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE is considered to be a valuable chemical intermediate due to its high reactivity and versatility in organic synthesis. However, it is important to handle this compound with care as it is flammable and may cause irritation upon contact with the skin or eyes.

Upstream product

• 676-83-5 methyldichlorophosphane 
• 1524-15-8 4,4,4-trifluoro-3-hydroxy-1-phenylbutan-1-one 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 188429-64-3 2,2,2-trifluoro-N,N,N',N'-tetramethylethane-1,1-diamine 
• 100-52-7 benzaldehyde 
• 149846-93-5 1-phenyl-4,4,4-trifluorobut-2-yn-1-ol 
• 123-75-1 pyrrolidine 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 98-86-2 acetophenone 
• 136964-14-2 (Z)-1-phenyl-4,4,4-trifluoro-2-buten-1-one 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 801289-32-7 (E)-4,4,4-trifluoro-1-phenylbut-2-en-1-ol 
• 325704-95-8 4,4,4-trifluoro-3-N,N-dimethylamino-1-phenyl-1-butanone 

Downstream Products

• 1020171-91-8 C₁₄H₁₁F₃OS 
• 1020171-88-3 (3R)-4,4,4-trifluoro-3-(4-fluorophenyl)-1-phenylbutan-1-one 
• 1020171-84-9 (3R)-4,4,4-trifluoro-3-(4-methylphenyl)-1-phenylbutan-1-one 
• 1020171-87-2 (3R)-3-(3-chlorophenyl)-4,4,4-trifluoro-1-phenylbutan-1-one 
• 1020171-86-1 (3R)-3-(4-chlorophenyl)-4,4,4-trifluoro-1-phenylbutan-1-one 
• 1020171-85-0 (3R)-4,4,4-trifluoro-3-(4-methoxyphenyl)-1-phenylbutan-1-one 
• 1020171-92-9 C₂₀H₁₅F₃O 
• 1020171-90-7 (3R)-3-(4-ethoxycarbonylphenyl)-4,4,4-trifluoro-1-phenylbutan-1-one 
• 1020171-89-4 (3R)-3-(4-acetylphenyl)-4,4,4-trifluoro-1-phenylbutan-1-one 

Relevant articles and documents

Oxidation of 4-Aryl-1,1,1-trifluorobut-2-en-2-yl Trifluoro?-methanesulfonates by 4-Picoline-N-Oxide: A Novel Approach to β-Trifluoromethyl-α,β-enones

An efficient approach to β-trifluoromethyl-α,β-enones via oxidation of 4-aryl-1,1,1-trifluorobut-2-en-2-yl trifluoromethanesulfonates is described. The reaction proceeds smoothly under mild and metal?-free conditions and tolerates a wide range of functional groups. Various β-trifluoromethyl-α,β-enones were obtained in moderate to good yields.

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.

Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones

(S)-2,15-Br2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.