108154-01-4

Basic information

• Product Name: tert-butyl 3,4,5-tri-tert-butyl-1-(3-trifluoromethylphenyl)-2-azabicyclo<2.2.0>hexa-2,5-diene-6-carboxylate
• CAS NO: 108154-01-4
• Molecular Weight: 491.637
• Mol File: 108154-01-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl 3,4,5-tri-tert-butyl-1-(3-trifluoromethylphenyl)-2-azabicyclo<2.2.0>hexa-2,5-diene-6-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3,4,5-tri-tert-butyl-1-(3-trifluoromethylphenyl)-2-azabicyclo<2.2.0>hexa-2,5-diene-6-carboxylate(108154-01-4)
• EPA Substance Registry System: tert-butyl 3,4,5-tri-tert-butyl-1-(3-trifluoromethylphenyl)-2-azabicyclo<2.2.0>hexa-2,5-diene-6-carboxylate(108154-01-4)

Safety Data

• Hazardous Substances Data: 108154-01-4(Hazardous Substances Data)

Upstream product

• 368-77-4 3-trifluoromethylbenzonitrile 
• 108153-98-6 tert-butyl 4,5,6-tri-tert-butyl-2-(3-trifluoromethylphenyl)-pyridine-3-carboxylate 

Downstream Products

• 108153-98-6 tert-butyl 4,5,6-tri-tert-butyl-2-(3-trifluoromethylphenyl)-pyridine-3-carboxylate 

Relevant articles and documents

Syntheses with cyclobutadienes 11 (1). Isomerisation reactions in the dewar pyridine/pyridine system

Cyclobutadiene 9 undergoes smooth cycloaddition reactions with the activated nitriles 6a-c at 20 deg C to give the Dewar pyridines 10a-c.In the case of 6d, the reaction with 9 leads directly to the formation of the pyridine 11d.The Dewar pyridines 10a and b can be thermally isomerised to pyridines of the same type (11a, b).On irradiation, compounds 10a and b undergo a rearrangement to give the constitutionally isomeric Dewar pyridines 12a and b.Compounds of the type 12 are also obtained by irradiation of pyridines (11a, b, d -> 12a, b, d).The reverse reaction (12 -> 11) can be realiosed thermally.Nitriles containing active methylene groups (15a, b) do not undergo cycloaddition reactions with 9; instead 1,4-addition at the terminals of the cyclic 1,3-diene system occurs to form the products 16a and b.