29329-26-8

Upstream product

• 33687-74-0 1-phenyl-2-methyl-2-nitropropanol 
• 10409-54-8 2-bromo-2-methyl-1-phenyl-propan-1-one 
• 18742-02-4 2-bromo-2-(2-ethyl)dioxolane 
• 10364-94-0 1-benzoylimidazole 
• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 110621-89-1 3-phenyl-5-trinitromethyl-1,2,4-oxadiazole 
• 98-88-4 benzoyl chloride 

Downstream Products

• 29973-21-5 2,2,3-Trimethyl-3-nitrobutyrophenon 
• 65-85-0 benzoic acid 
• 611-70-1 phenyl isopropyl ketone 

Relevant academic research and scientific papers

1-BENZYL-1,4-DIHYDRONICOTINAMIDE AS A REAGENT FOR REPLACING ALIPHATIC NITRO GROUPS BY HYDROGEN. AN ELECTRON-TRANSFER CHAIN REACTION.

The reaction of alpha -nitro nitriles, alpha -nitro esters, and alpha -nitro ketones with 1-benzyl-1,4-dihydronicotinamide (BNAH) can occur with selective replacement of the nitro group by hydrogen without affecting other functional groups. Evidence is presented to support the claim that the reaction proceeds via an electron-transfer chain mechanism in which radical anions and free radicals are intermediates.

α-Nitro Ketones and Esters from Acylimidazoles

The anion of 2-(2-nitroethyl)-1,3-dioxolane (4), prepared from the corresponding 2-bromo compound (3), undergoes condensation with acylimidazoles to give the 3-nitro-4-oxobutanal acetals (9), which can serve as valuable polyfunctional intermediates.Condensation with 1-(methoxyoxalyl)imidazole gives the tetrafunctionalized methyl 4-(1,3-dioxolan-2-yl)-3-nitro-2-oxobutanoate (13), which, however, decomposed on attempted deprotection of the ester function.The syntheses in excellent yields of simple α-nitro ketones and α-nitro esters from acylimidazoles and nitroethane and 2-nitropropane are also described.