1639128-65-6

Basic information

• Product Name: N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine
• Synonyms: N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine
• CAS NO: 1639128-65-6
• Molecular Weight: 250.341
• Mol File: 1639128-65-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine(1639128-65-6)
• EPA Substance Registry System: N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine(1639128-65-6)

Safety Data

• Hazardous Substances Data: 1639128-65-6(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 74404-33-4 2-ethyl-6-methylphenylhydrazine hydrochloride salt 
• 24549-06-2 6-ethyl-o-toluidine 

Downstream Products

• 1616514-73-8 3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine 
• 1616514-79-4 3-ethyl-5-methyl-N¹-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine 
• 1616514-85-2 1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene 
• 1616514-83-0 1-(2-ethyl-6-methylphenyl)-2-(4-nitrophenyl)diazene 
• 1616514-65-8 tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate 
• 455-14-1 4-trifluoromethylphenylamine 
• 24549-06-2 6-ethyl-o-toluidine 
• 1616514-70-5 3′-ethyl-5′-methyl-5-nitro-1,1′-biphenyl-2,4′-diamine 
• 100-01-6 4-nitro-aniline 
• 1616514-62-5 tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate 

Relevant articles and documents

Regioselectivity of the ortho- and para-semidine, and diphenyline rearrangements

The regioselectivity of the o-semidine, p-semidine, and diphenyline rearrangements of unsymmetrical N,N′-diarylhydrazines was studied experimentally. The results indicate that their electron-rich nitrogen atom is first protonated and then the electron-poor non-protonated nitrogen atom undergoes an N[1,3]-sigmatropic shift to the ortho-position of the electron-rich aryl rings, generating key intermediates. The intermediates can undergo (1) a direct proton transfer to give o-semidines, (2) a second N[1,3]-shift of the electron-poor nitrogen atom and then proton transfer to furnish p-semidines, and (3) a [3,3]-sigmatropic shift and subsequent proton transfer to yield diphenylines. It is the first N[1,3]-sigmatropic shift step that plays an important role in controlling the regioselectivity in the three rearrangements, further determining the structures of o-semidines, p-semidines, and diphenylines. The current results provide new insights into the o/p-semidine and diphenyline rearrangements and useful information for controlling and predicting the structures of the rearrangement products.