56578-34-8

Basic information

• Product Name: 4-biphenyl-4-ylbutan-2-one
• Synonyms: 4-(4-Biphenylyl)-2-butanon
• CAS NO: 56578-34-8
• Molecular Formula: C₁₆H₁₆O
• Molecular Weight: 224.2976
• Mol File: 56578-34-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 357.2°C at 760 mmHg
• Flash Point: 165.9°C
• Density: 1.03g/cm³
• Vapor Pressure: 2.77E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 4-biphenyl-4-ylbutan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-biphenyl-4-ylbutan-2-one(56578-34-8)
• EPA Substance Registry System: 4-biphenyl-4-ylbutan-2-one(56578-34-8)

Safety Data

• Hazardous Substances Data: 56578-34-8(Hazardous Substances Data)

Upstream product

• 36047-01-5 3-(biphenyl-4-yl)-1-phenylprop-2-en-1-one 
• 5122-94-1 4-biphenylboronic acid 
• 78-94-4 methyl vinyl ketone 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 41900-13-4 1-Bromo-2-(4-phenylphenyl)ethane 
• 431-03-8 dimethylglyoxal 
• 32979-83-2 4-(4-Phenyl-phenyl)-but-3-en-2-one 

Downstream Products

• 2350-89-2 p-vinylbiphenyl 
• 1202040-40-1 (S)-4-(4-phenylphenyl)-4-phenylbutan-2-one 
• 122854-65-3 4-([1,1'-biphenyl]-4-yl)butanal 

Relevant articles and documents

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Chiral isoxazolidine-mediated stereoselective umpolung α-phenylation of methyl ketones

An effective asymmetric α-phenylation of methyl ketones with triphenylaluminium in the presence of (+)-benzopyranoisoxazolidine has been developed. The reaction proceeds via the in situ formation of a chiral N-alkoxyenamine and the subsequent diastereoselective nucleophilic phenylation to provide α-phenylated products in moderate to good yields, with high enantioselectivities.

Iridium(I)-catalyzed regioselective C-H activation and hydrogen-isotope exchange of non-aromatic unsaturated functionality

Isotopic labelling is a key technology of increasing importance for the investigation of new C-H activation and functionalization techniques, as well as in the construction of labelled molecules for use within both organic synthesis and drug discovery. Herein, we report for the first time selective iridium-catalyzed C-H activation and hydrogen-isotope exchange at the β-position of unsaturated organic compounds. The use of our highly active [Ir(cod)(IMes)(PPh3)][PF6] (cod = 1, 5-cyclooctadiene) catalyst, under mild reaction conditions, allows the regioselective β-activation and labelling of a range of α, β-unsaturated compounds with differing steric and electronic properties. This new process delivers high levels of isotope incorporation over short reaction times by using low levels of catalyst loading.