68522-85-0

Basic information

• Product Name: 2-Hexanone, 4-phenyl-
• Synonyms: 4-phenyl-hexan-2-one;(+/-)-4-phenyl-hexan-2-one;13-Oxo-1-(11-aetho-butyl)-benzol;rac-4-phenylhexan-2-one;4-Phenyl-hexan-2-on;4-phenyl-2-hexanone
• CAS NO: 68522-85-0
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Mol File: 68522-85-0.mol
• Article Data: 78

Chemical Properties

• CAS DataBase Reference: 2-Hexanone, 4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexanone, 4-phenyl-(68522-85-0)
• EPA Substance Registry System: 2-Hexanone, 4-phenyl-(68522-85-0)

Safety Data

• Hazardous Substances Data: 68522-85-0(Hazardous Substances Data)

Upstream product

• 56422-91-4 (E)-4-phenyl-3-hexen-2-one 
• 93-55-0 1-phenyl-propan-1-one 
• 1528-59-2 3-phenyl-pent-2-enoic acid ethyl ester 
• 97-93-8 triethylaluminum 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 100-52-7 benzaldehyde 
• 91667-21-9 (Z)-4-phenyl-3-hexen-2-one 
• 557-20-0 diethylzinc 
• 22174-65-8 (Z,E)-4-phenyl-3-hexen-2-one 
• 1896-62-4 (E)-benzalacetone 
• 937-53-1 (Z)-4-phenylbut-3-en-2-one 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 67-64-1 acetone 
• 811-49-4 ethyllithium 

Downstream Products

• 92368-93-9 3-Methyl-5-phenyl-heptan-3-ol 

Relevant articles and documents

Cobalt-Catalyzed Asymmetric 1,4-Hydroboration of Enones with HBpin

Herein, a series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed chemo- and enantioselective 1,4-hydroboration of enones with HBpin to access chiral β,β-disubstituted ketones with good to excellent chemo- and enantioselectivties. This protocol is operationally simple and shows a broad substrate scope.

Mechanistic-Insight-Driven Rate Enhancement of Asymmetric Copper-Catalyzed 1,4-Addition of Dialkylzinc Reagents to Enones

The combination of [Cu(MeCN)4]TFA·TFAH (TFA = O2CCF3) with Feringa's phosphoramidite ligand (LA) provides an exceptionally active (0.75 mol %) catalyst for asymmetric conjugate additions of ZnR2 (R = Et and Me at -40 to -80 °C) to enones. Kinetic and other studies of the addition of ZnEt2 to cyclohex-2-en-1-one indicate a transition state stoichiometry composition of (ZnEt2)3(enone)4Cu2(LA)3 that is generated by transmetalation from Et2Zn(enone)2. Catalyst genesis is significantly slower than turnover (which has limited previous attempts to attain useful kinetic data); in the initial stages, varying populations of catalytically inactive, off-cycle, species are present. These issues are overcome by a double-dose kinetic analysis protocol. A rest state of [LACu(Et)(μ-TFA)(μ-{(enone)(ZnEt)2(enolate)})CuLA2]+ (through the equivalence of enolate = enone + ZnEt2) is supported by DFT studies (ωB97X-D/SRSC). Rate-determining ZnEt2(enone)2 transmetalation drives the exceptionally high catalytic activity of this system.

Enantiopure sulfoximines-catalyzed 1, 4-additions to 2-en-ketone

An efficient chiral catalyst procedure for the preparation of β-chiral ketone via the 1, 4-additions reaction of 2-en-ketone has been developed using enantiopure sulfoximines modified with functional groups as ligands. The carefully design and synthesized