35011-53-1

Basic information

• Product Name: 1,2,4,5-Tetrazine, 3-bromo-6-phenyl-
• CAS NO: 35011-53-1
• Molecular Formula: C8H5BrN4
• Molecular Weight: 237.059
• Mol File: 35011-53-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,2,4,5-Tetrazine, 3-bromo-6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,5-Tetrazine, 3-bromo-6-phenyl-(35011-53-1)
• EPA Substance Registry System: 1,2,4,5-Tetrazine, 3-bromo-6-phenyl-(35011-53-1)

Safety Data

• Hazardous Substances Data: 35011-53-1(Hazardous Substances Data)

Upstream product

• 21801-14-9 6-hydrazino-3-phenyl-1,2,4,5-terazine 

Downstream Products

• 117000-88-1 diethyl-(6-phenyl-[1,2,4,5]tetrazin-3-yl)-amine 
• 116571-58-5 bis-(2-hydroxy-ethyl)-(6-phenyl-[1,2,4,5]tetrazin-3-yl)-amine 
• 110181-77-6 N-(6-phenyl-[1,2,4,5]tetrazin-3-yl)-glycine 
• 36022-11-4 3-phenyl-[1,2,4,5]tetrazine 
• 14418-30-5 6-amino-3-phenyl-1,2,4,5-tetrazine 
• 24491-88-1 6-phenyl-2H-[1,2,4,5]tetrazin-3-one 
• 118872-26-7 3-bromo-6-phenyl-1,2-dihydro-[1,2,4,5]tetrazine 
• 121288-74-2 3-Phenylbenzofuro<3,2-e>-1,2,4-triazin 
• 121288-73-1 3-(2-Cyanphenyloxy)-6-phenyl-1,2,4,5-tetrazin 
• 121288-76-4 3-Phenylbenzothieno<3,2-e>-1,2,4,5-triazin 
• 121288-75-3 3-(2-Cyanphenylthio)-6-phenyl-1,2,4,5-tetrazin 
• 132256-60-1 3-methoxy-6-phenyl-1,2,4,5-tetrazine 
• 137481-89-1 N-Methyl-N-(2-dimethylaminoethyl)amino-6-phenyl-1,2,4,5-tetrazin 
• 144582-95-6 2,3,4,5-Tetrahydro-4-methyl-7-phenyl-1H-pyridazo<3,4-e><1,4>diazepin 

Relevant articles and documents

Synthesis of 3-alkyl-6-methyl-1,2,4,5-tetrazinesviaa Sonogashira-type cross-coupling reaction

1,2,4,5-Tetrazines have become extremely useful tools in chemical biology. However, the synthesis of some challenging substrates such as asymmetrically disubstituted alkyltetrazines is still a limitation for the widespread use of this class of compounds. Herein we describe an efficient route to these compounds based on the Sonogashira coupling of 3-bromo-6-methyl-1,2,4,5-tetrazine and 3-bromo-6-phenyl-1,2,4,5-tetrazine with terminal alkynes. The preparation of the starting reagents has also been optimized. The alkynyl products have been used as intermediates for the synthesis of dialkyl-tetrazines through a sequence of hydrogenation and re-oxidation with unprecedented yields. The synthetic applicability of this new approach is showcased through the preparation of several unnatural amino acids bearing alkynyl- and alkyl-1,2,4,5-tetrazine fragments.