55581-67-4

Upstream product

• 33994-09-1 β-bromoethyl-p-tolyl ketone 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 74-85-1 ethene 
• 36288-37-6 N-hydroxy-4-methylbenzenecarboximidoyl chloride 

Downstream Products

• 80815-65-2 3-amino-3-(4-methylphenyl)-2-propenal 
• 80815-64-1 4-p-Tolyl-2,5-dihydro-oxazole 
• 104-85-8 para-methylbenzonitrile 

Relevant academic research and scientific papers

Transformation of arenes into 3-arylpyrazoles and 3-arylisoxazolines with β-bromopropionyl chloride, hydrazine, and hydroxylamine

Successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydrazines and Na2CO3, and then with MnO2 gave the corresponding 3-arylpyrazoles in one pot in good to moderate yields. The same successive treatment of arenes with β-bromopropionyl chloride and AlCl3, followed by the reactions with hydroxylamine and KF gave the corresponding 3-arylisoxazolines in one pot in good to moderate yields.

PHOTOCHEMISTRY OF 3-ARYL-2-ISOXAZOLINE

3-Phenyl-2-isoxazoline (1) was irradiated to give 4-phenyl-2-oxazoline (3), β-aminoaldehyde (14) and benzonitrile from its ?-?* singlet excited state.Several related derivatives afforded similar photoproducts on irradiation.The quantum yields of the photoreactions were dependent on the magnitudes of the singlet energies of the 2-isoxazolines. p-Cyanophenyl-2-isoxaline (1c) formed a one-to-one photoadduct (22) with benzene.