82204-55-5

Basic information

• Product Name: C₁₅H₁₂ClN₃O₂
• CAS NO: 82204-55-5
• Molecular Weight: 301.732
• Mol File: 82204-55-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₁₅H₁₂ClN₃O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₁₂ClN₃O₂(82204-55-5)
• EPA Substance Registry System: C₁₅H₁₂ClN₃O₂(82204-55-5)

Safety Data

• Hazardous Substances Data: 82204-55-5(Hazardous Substances Data)

Upstream product

• 2294-41-9 2-Chlorbicyclo<2.2.1>hepta-2,5-dien 
• 15988-11-1 4-Phenylurazole 

Relevant articles and documents

Cycloaddition Behavior of 2-Substituted Norbornadienes towards 4-Phenyl-1H-1,2,4-triazole-3,5-dione (PTAD): Homo Diels-Alder Reactivity versus Insertion, Rearrangement, and Cycloaddition

The reaction of PTAD with 2-trimethylsilyl-, 2-chloro-, 2-cyano-, and 2-methoxycarbonylnorbornadienes 1 a-d, respectively, was investigated.In all cases homo Diels-Alder adducts were obtained, for 1a the unexpected regioisomer, the 1-trimethylsilyl derivative 2a, and for other norbonadienes 1 b-d the usual cyclopropane-substituted products 2 b-d.Except for the trimethylsilyl sytem 1a, for which also the dicarboximides 4a and 4'a, respectively, (rearrangement urazoles) were obtained, the other norbornadienes 1b-d afforded the insertion products 5 b-d.With increasing electron-withdrawal by the 2-substituents the insertion products 5 b-d increased at the expense of the homo Diels-Alder adducts 2 b-d.These results are mechanistically rationalized in terms of stepwise cycloaddition via 1,5-dipolar intermediates.In the case of 2-chloronorbornadiene (1b), besides the homo Diels-Alder 2b, the rearrangement urazole 4b and the insertion product 5b, also the cycloadduct 3b was formed.