1750-74-9

Basic information

• Product Name: 2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL
• Synonyms: 2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL
• CAS NO: 1750-74-9
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 0
• Mol File: 1750-74-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 158-158.5 °C (sublm)(Solv: ethanol, 75% (64-17-5))
• Boiling Point: 144 °C
• Appearance: /
• Density: 1.049±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL(1750-74-9)
• EPA Substance Registry System: 2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL(1750-74-9)

Safety Data

• Hazardous Substances Data: 1750-74-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 404, 1967 DOI: 10.1021/jo01288a032

Upstream product

• 5440-69-7 N-isopropylbenzamide 
• 2403-57-8 1-(2-methylprop-1-en-1-yl)pyrrolidine 
• 33950-46-8 1-phenyl-2,2-dimethyl-1,3-propanediol 
• 25491-42-3 ethyl 2,2-dimethyl-3-oxo-3-phenylpropionate 
• 6651-34-9 2-methyl-1-(trimethylsilyloxy)-1-propene 
• 134-81-6 benzil 
• 68-12-2 N,N-dimethyl-formamide 
• 611-70-1 phenyl isopropyl ketone 
• 98-88-4 benzoyl chloride 
• 29976-33-8 3,3-dimethyl-1-oxo-1λ⁴-thiochroman-4-one 
• 2403-55-6 4-(2-methyl-1-propenyl)morpholine 

Downstream Products

• 110835-97-7 2-benzoyl-(Z)-N-methoxy-2-methylpropan-1-imine 
• 110835-96-6 2-benzoyl-(E)-N-methoxy-2-methylpropan-1-imine 
• 3154-51-6 ethyl N-formylglycinate 
• 1906-82-7 ethyl acetamidoacetate 
• 611-70-1 phenyl isopropyl ketone 
• 51942-54-2 3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline 
• 51942-50-8 3-phenyl-4,4-dimethyl-5-hydroxy-2-isoxazoline 
• 99390-62-2 α-benzoylisobutyraldehyde dioxime 
• 33950-46-8 1-phenyl-2,2-dimethyl-1,3-propanediol 
• 56010-63-0 2,2-dimethyl-3-hydroxy-1-phenylpropan-1-one 
• 138100-87-5 1-Benzoyl-4,5-dihydro-5-hydroxy-4,4-dimethyl-5-phenyl-1H-pyrazole 
• 138100-88-6 1-Benzoyl-4,5-dihydro-5-hydroxy-4,4-dimethyl-3-phenyl-1H-pyrazole 
• 288581-14-6 2,2-dimethyl-3-hydroxy-1-phenylpent-4-ine-1-one 
• 756491-90-4 benzyl 4,4-dimethyl-5-oxo-5-phenyl-pent-2-enoate 

Relevant articles and documents

Enamines as Surrogates of Alkyl Carbanions for the Direct Conversion of Secondary Amides to α-Branched Ketones

A direct transformation of secondary amides into α-branched ketones with enamines as soft alkylation reagents was developed. In this reaction, enamines serve as surrogates of alkyl carbanions, rather than the conventional enolates equivalents in the Stork's reactions, which allowed for the easy introduction of alkyl groups with electrophilic functional groups. In the presence of 4 ? molecular sieves, the method can be extended to the one-pot coupling of secondary amides with aldehydes to yield ketones. (Figure presented.).

Photochemical reactions of 1,2-diketones with silyl enol ethers

Results arising from the current study demonstrate that UV irradiationinduced photoaddition reactions of the 1,2-diketones, acenaphthenequinone, 9, 10-phenanthrenequinone, and benzil, with silyl enol ethers derived from propionaldehyde and isobutyraldehyde take place to form a variety of adducts. Product formation in these cases takes place mainly via two mechanistic pathways, one initiated by single electron transfer (SET) and the other by [2 + 2]-cycloaddition. In addition, observations show that the competition between these pathways depends on the nature of the substrates. An exploration of the photoreactions of acenaphthenequinone revealed that photoinduced SET is the predominant process occurring when the dimethyl-substituted silyl enol ether serves as a reactant, while cycloaddition and other excited state reactions become competitive with SET when the mono-methyl substituted silyl enol ether is used as a substrate. In the case of 9,10-phenanthrenequinone, photoreactions take place by [4 + 2]-cycloaddition routes regardless of the nature of the silyl enol ether employed. Finally, irradiation of benzil in the presence of both silyl enol ethers leads to exclusive or predominant formation of products arising by [2 + 2]-cycloaddition and photoinduced benzoyl radical forming α-cleavage.

SmI2-mediated 3-exo-trig cyclisation of δ-oxo-α, β-unsaturated esters to cyclopropanols and derivatives

In the presence of samarium diiodide and a proton source, δ-oxo-γ,γ-disubstituted-α,β-unsaturated esters of general formula R-CO-C(R′,R′)-CHCH-CO2Bn readily cyclise to trans-cyclopropanol products and/or lactones derived from the cis isomers. F