14498-30-7

Upstream product

• 100-42-5 styrene 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 16717-64-9 1-azidostyrene 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 

Downstream Products

• 58443-28-0 (2,4-diphenyl-1H-pyrrol-3-yl)(phenyl)methanone 
• 140-29-4 phenylacetonitrile 
• 100-47-0 benzonitrile 
• 42540-72-7 N-phenyl ketenimine 

Relevant academic research and scientific papers

Nitrile imines and nitrile ylides: Rearrangements of benzonitrile N-methylimine and benzonitrile dimethylmethylide to azabutadienes, carbodiimides, and ketenimines. chemical activation in thermolysis of azirenes, tetrazoles, oxazolones, isoxazolones, and oxadiazolones

Flash vacuum thermolysis (FVT) of 1-methyl-5-phenyltetrazole (5b), 2-methyl-5-phenyltetrazole (1b), and 3-methyl-5-phenyl-1,3,4-oxadiazol-2(3H)-one (3b) affords the nitrile imine (2b), which rearranges in part to N-methyl-N′-phenylcarbodiimide (7b). Another part of 2b undergoes a 1,4-H shift to the diazabutadiene (13). 13 undergoes two chemically activated decompositions, to benzonitrile and CH2=NH and to styrene and N 2. FVT of 2,2-dimethyl-4-phenyl-oxazol-5(2H)-one (16) at 400 C yields 3-methyl-1-phenyl-2-azabutadiene (18) in high yield. In contrast, FVT of 3,3-dimethyl-2-phenyl-1-azirene (21) at 600 C or 4,4-dimethyl-3-phenyl- isoxazolone (20) at 600 C affords only a low yield of azabutadiene (18) due to chemically activated decomposition of 18 to styrene and acetonitrile. There are two reaction paths from azirene (21): one (path a) leading to nitrile ylide (17) and the major products styrene and acetonitrile and the other (path b) leading to the vinylnitrene (22) and ketenimine (23). The nitrile ylide PhC -=N+=C(CH3)2 (17) is implicated as the immediate precursor of azabutadiene (18). FVT of either 3-phenylisoxazol- 5(4H)one (25) or 2-phenylazirene (26) at 600 C affords N-phenylketenimine (28). The nitrile ylide PhC-=N+=CH2 (30) is postulated as a reversibly formed intermediate. N-Phenylketenimine (28) undergoes chemically activated free radical rearrangement to benzyl cyanide. The mechanistic interpretations are supported by calculations of the energies of key intermediates and transition states.

A near-infrared dye based on BODIPY for tracking morphology changes in mitochondria

M-DPT, a BODIPY-based water soluble near-infrared fluorescent probe with thiophene at the 1,7-position, is synthesized. M-DPT is found to possess high specificity to mitochondria, superior photostability, and appreciable tolerance to microenvironmental changes. Thus, this probe is a highly suitable imaging agent for targeting mitochondria and tracking morphology changes.