106596-69-4

Basic information

• Product Name: 1,3-Pentanedione, 2,4,4-trimethyl-1-phenyl-
• CAS NO: 106596-69-4
• Molecular Formula: C14H18O2
• Molecular Weight: 218.296
• Mol File: 106596-69-4.mol

Chemical Properties

• CAS DataBase Reference: 1,3-Pentanedione, 2,4,4-trimethyl-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Pentanedione, 2,4,4-trimethyl-1-phenyl-(106596-69-4)
• EPA Substance Registry System: 1,3-Pentanedione, 2,4,4-trimethyl-1-phenyl-(106596-69-4)

Safety Data

• Hazardous Substances Data: 106596-69-4(Hazardous Substances Data)

Upstream product

• 13988-67-5 benzoylpivaloylmethane 
• 74-88-4 methyl iodide 
• 98-88-4 benzoyl chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 93-89-0 benzoic acid ethyl ester 
• 538-44-3 4,4-dimethyl-1-phenyl-1-penten-3-one 
• 100-52-7 benzaldehyde 
• 109930-68-9 (CH₃)3CC(OZnC₂H₅)CHCH₃ 
• 32278-29-8 4-bromo-2,2-dimethylpentan-3-one 

Downstream Products

• 374928-17-3 (1R,2S)-1-hydroxy-2,4,4-trimethyl-1-phenyl-3-pentanone 
• 142024-78-0 2,2,4,4-tetramethyl-1-phenylpentane-1,3-dione 

Relevant articles and documents

Enantioselective borohydride reduction catalyzed by optically active cobalt complexes

The highly enantioselective borohydride reduction of aromatic ketones or imines to the corresponding alcohols was developed in the presence of a catalytic amount of an optically active cobalt(II) complex catalyst. This enantioselective reduction is carried out using a precisely premodified borohydride with alcohols such as tetrahydrofurfuryl alcohol, ethanol and methanol. High optical yields are obtained by choosing the appropriate alcohol as modifiers and a suitable β-ketoiminato ligand of the catalyst. The enantioselective borohydride reduction has been successfully applied to the preparation of optically active 1,3-diols, the stereoselective reduction of diacylferrocenes, and dynamic and/or kinetic resolution of 1,3-dicarbonyl compounds.

Chemistry of ketone α,β-dianions. Acylation reactions of dianion cuprates by acid chlorides

The cross-coupling reaction of dianion cuprates, generated from ketone α,β-dianions and copper salts, with acid chlorides, was studied. The reaction gave good to moderate yields of unsymmetrical 1,4-diketones. The consecutive treatment of a dianion cuprate with cyclohexanecarbonyl chloride and methyl iodide or two different acid chlorides gave 2-methyl-substituted 1,4-diketone or triketone, respectively.

Clemmensen Reduction. X. The Synthesis and Acidolysis of Some Aryl Alkyl Substituted Cyclopropane-1,2-diols

The synthesis of a number of 1-alkyl-2-arylcyclopropane-1,2-diols is reported.Reductive treatment of suitably substituted 1,3-diketones gave a cyclopropanediyl diacetate from which the diol was obtained.Reaction of these diols with acid gave α-hydroxy ketones, in which an alkyl group, rather than an aryl group, was adjacent to the carbonyl function.Clemmensen reduction of the 1,3-diketones gave products of rearrangement, generally similar to those obtained by acidolysis of the cyclopropane-1,2-diols.The relationship of these results to thermochemical studies on the stability of carboxonium ions is discussed.

Preparation and reactions of an alkylzinc enolate

The preparation, characterization, and reactivity of ethylzinc enolate 3 are reported. Enolate 3 is less reactive than the corresponding lithium enolate but undergoes many of the same reactions. The unprecedented protonation of 3 by secondary amines is reported. The metal exchange reaction used to prepare 3 is not a general method for the preparation of other alkylzinc enolates.