16424-63-8

Upstream product

• 3741-66-0 Ethyl benzoyl carbonate 
• 565-80-0 2,4-dimethylpentan-3-one 
• 142024-89-3 3,3-dimethyl-1-(1-methylethyl)-2-phenylcyclopropane-trans-1,2-diyl diacetate 
• 92115-31-6 2,4-dimethyl-1-phenylpentane-1,3-dione 
• 74-88-4 methyl iodide 
• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 92115-32-7 3-hydroxy-2,2,4,4-tetramethyl-3-phenylcyclobutanone 
• 96863-69-3 3-hydroxy-2,2,4-trimethyl-1-phenylpentan-1-one 
• 79314-59-3 5-hydroxy-2,4,4-trimethyl-5-phenyl-3-pentanone 

Downstream Products

• 142024-84-8 2,5-dimethyl-4-phenylhexan-3-one 
• 142024-83-7 2,4-dimethyl-3-(phenylmethyl)pentane 
• 51513-36-1 2,4,4,5,5,7-hexamethyl-octane-3,6-dione 
• 92115-35-0 1-isopropyl-2-methyl-1-propenyl benzoate 
• 92115-32-7 3-hydroxy-2,2,4,4-tetramethyl-3-phenylcyclobutanone 
• 611-70-1 phenyl isopropyl ketone 
• 142024-90-6 1-acetoxy-2,2,4-trimethyl-1-phenylpentan-3-one 
• 142024-89-3 3,3-dimethyl-1-(1-methylethyl)-2-phenylcyclopropane-trans-1,2-diyl diacetate 

Relevant academic research and scientific papers

Synthesis of β-dicarbonyl compounds using 1-acylbenzotriazoles as regioselective C-acylating reagents

1-Acylbenzotriazoles 1 are efficient C-acylation reagents for the regioselective conversion of ketone enolates 2 into β-diketones 3.

Electron impact mass spectra of s-aryl-3-hydroxyl-2,2,4,4,-tetramethylcyclobutanones and related compounds

The mass spectra of 3-aryl-3-hydroxyl-2,2,4,4-tetramethylcyclobutanones and their related compounds were studied. The arylcyclobutanones and their ketal forms demonstrate similar fragmentation patterns but with different observed common peaks, i.e., [M-70

Photochemical Reaction of 3-Hydroxy-1-(o-methylaryl)alkan-1-ones: Formation of Cyclopropane-1,2-diols and Benzocyclobutenols through β- and γ-Hydrogen Abstractions

Irradiation of 3-hydroxy-2,2-dimethyl-1-(o-methylaryl)-alkan-1-ones 1a-h having a bulky alkyl group or an aryl group on C-3 in methanol gave trans- and cis-cyclopropane-1,2-diols 2a-g and 3a, c-f, h and benzocyclobutenols 4a-h through β- and γ-hydrogen abstractions.Irradiation of 3-hydroxy-2,2-dimethyl-1-(o-methylphenyl)-alkan-1-ones 1i-k having ethyl, methyl or no substituent at C-3 gave benzocyclobutenols 4i-k and 1,3-diketones 5i, j, but no cyclopropane-1,2-diols.The cyclopropane-1,2-diols were sensitive to air and readily oxidized to the corresponding 1,3-diketones.Irradiation of 3-hydroxy-4,4-dimethyl-1-(o-methylaryl)pentan-1-ones 8a, b having a methyl group or no substituent on C-2 gave benzocyclobutenols 9a, b, the peroxide 10 and phthalides 11a, b. 3-Hydroxy-2,2-dimethyl-1,3-diphenylpropan-1-one 12a and 3-hydroxy-2,2,4-trimethylpentan-1-one 12b also underwent photocyclization through β-hydrogen abstraction to give cyclopropane-1,2-diols 13a, b and 14.

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.

Photochemical Reaction of β-Hydroxyketones. Formation of Cyclopropane-1,2-diols

Irradiation of 3-hydroxy-1-(o-methylaryl)-2,2,4-trimethylpentan-1-ones 1 in methanol gave cyclopropane-1,2-diols 2, 1,3-diketones 3 and benzocyclobutenols 4.

Synthesis of 1,3-Dicarbonyl Compounds by the Oxidation of 3-Hydroxycarbonyl Compounds with Corey-Kim Reagent

A new method for the preparation of various 1,3-dicarbonyl compounds is described.Oxidation of 3-hydroxycarbonyl compounds without substituent at C-2 position by the Corey-Kim reagent (N-chlorosuccinimide-dimethyl sulfide) afforded the stable dimethylsulfonium methylides, which on reductive desulfurization by zinc-acetic acid furnished the 1,3-dicarbonyl derivatives.On the other hand, the same treatment of 2-mono-, or 2,2-disubstituted 3-hydroxy-carbonyl compounds gave directly the corresponding 1,3-dicarbonyl analogous, respectively.

PHOTOCHEMICAL REACTION OF PHENYL-SUBSTITUTED 1,3-DIKETONES.

Irradiation of 2,2-dimethyl-1-phenyl-1,3-diketones with 3-ethyl or 3-isopropyl substituents gave type II cyclization product, 3-hydroxy-2,2,4-trimethyl-3-phenylcyclobutanone or 3-hydroxy-2,2,4,4-tetramethyl-3-phenylcyclobutanone, along with type I cleavage products. The type II cyclization/type I cleavage ratio is greater with a 3-isopropyl group than with a 3-ethyl group. A similar irradiation of 2,2-dimethyl-1-phenyl-1,3-butanedione gave type I cleavage products and no type II cyclization product. Irradiation of 2,4-dimethyl-1-phenyl-1,3-pentanedione gave 3-hydroxy-2,2,4-trimethyl-3-phenylcyclobutanone and propiophenone.