42771-79-9

Basic information

• Product Name: 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one
• Synonyms: 4-ACETYL-2-FLUOROBPHENYL;3-Fluoro-4-phenyl acetophenone;2-Fluoro-4-acetylbiphenyl;1-(3-Fluoro-4-phenylphenyl)ethan-1-one;FlurBiprofen impurity 4;Flurbiprofen EP Impurity D;1-(2-Fluoro-biphenyl-4-yl)-ethanone
• CAS NO: 42771-79-9
• Molecular Formula: C₁₄H₁₁FO
• Molecular Weight: 214.24
• EINECS: 255-935-9
• Product Categories: Aromatics, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 42771-79-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 321.8 °C at 760 mmHg
• Flash Point: 132.7 °C
• Appearance: /
• Density: 1.124 g/cm³
• CAS DataBase Reference: 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one(42771-79-9)
• EPA Substance Registry System: 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one(42771-79-9)

Safety Data

• Hazardous Substances Data: 42771-79-9(Hazardous Substances Data)

Usage

Description

1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one, also known as 4-Acetyl-2-fluorobiphenyl, is a chemical compound derived from the biphenyl family. It is characterized by the presence of a fluorine atom and an acetyl group attached to the biphenyl structure. 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one is used as an impurity in the production of Flurbiprofen (F598700), which is an anti-inflammatory drug. The application reason for this compound is to serve as a key intermediate in the synthesis of Flurbiprofen, an analgesic medication used to relieve pain and reduce inflammation.
Additionally, due to its structural similarity to Flurbiprofen, 1-(2-fluoro[1,1'-biphenyl]-4-yl)ethan-1-one may also have potential applications in the development of new anti-inflammatory or analgesic drugs. Further research and development in the pharmaceutical industry could lead to the discovery of novel therapeutic agents based on this compound.

Upstream product

• 77860-49-2 α-(4-cyclohexyl-3-fluorophenyl)ethyl alcohol 
• 87657-78-1 α-Methyl-3-fluoro-4-phenylbenzeneacetamide 
• 56430-76-3 2-(2-fluoro-biphenyl-4-yl)-propionaldehyde 
• 189130-24-3 (2S)-2-(2-fluoro-biphenyl-4-yl)-propan-1-ol 
• 5104-49-4 fluorobiprofen 

Downstream Products

• 42771-77-7 1-(2-nitro-1,1'-biphenyl-4-yl)ethan-1-one 

Relevant articles and documents

Decarboxylative Oxygenation via Photoredox Catalysis

The direct conversion of aliphatic carboxylic acids to their dehomologated carbonyl analogues has been accomplished through photocatalytic decarboxylative oxygenation. This transformation is applicable to an array of carboxylic acid motifs, producing ketones, aldehydes, and amides in excellent yields. Preliminary results demonstrate that this methodology is further amenable to aldehyde substrates via in situ oxidation to the corresponding acid and subsequent decarboxylative oxygenation. We have exploited this strategy for the sequential oxidative dehomologation of linear aliphatic chains.

Chemoenzymatic synthesis of (2S)-2-arylpropanols through a dynamic kinetic resolution of 2-arylpropanals with alcohol dehydrogenases

We applied Horse Liver Alcohol Dehydrogenase (HLADH) to the enantioselective synthesis of six (2S)-2-arylpropanols, useful intermediates in the synthesis of Profens. The influence of substrate structure and reaction conditions on yields and enantioselectivity were investigated. The high yields and high enantioselectivity towards the (S)-enantiomer obtained in the bioreduction of 2-arylpropionic aldehydes, clearly indicate the achievement of a DKR process through a combination of an enzyme-catalyzed kinetic reduction with a chemical base-catalyzed racemization of the unreacted aldehydes. The racemization step is represented by the keto-enol equilibrium of the aldehyde and can be controlled by modulating pH and reaction conditions.

Oxidative conversion of α,α-disubstituted acetamides to corresponding one-carbon-shorter ketones using hypervalent iodine (λ5) reagents in combination with tetraethylammonium bromide

(Chemical Equation Presented) α,α-Disubstituted acetamides undergo oxidative dehomologation to give one-carbon-shorter ketones when reacted with a hypervalent iodine (λ5) reagent in combination with tetraethylammonium bromide (TEAB) in various solvents. In further studies, one such combination of a hypervalent iodine (λ5) reagent, o-iodoxybenzoic acid, and TEAB has been established as a new, mild, efficient, and general method for the transformation.