2228-73-1

Basic information

• Product Name: 2,7,7-Trimethyl-cycloheptatrien
• Synonyms: 2,7,7-Trimethyl-cycloheptatrien
• CAS NO: 2228-73-1
• Molecular Weight: 134.221
• Mol File: 2228-73-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,7,7-Trimethyl-cycloheptatrien(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7,7-Trimethyl-cycloheptatrien(2228-73-1)
• EPA Substance Registry System: 2,7,7-Trimethyl-cycloheptatrien(2228-73-1)

Safety Data

• Hazardous Substances Data: 2228-73-1(Hazardous Substances Data)

Upstream product

• 126949-89-1 (1α,6α)-6,9,9-Trimethyl-7,8-diazabicyclo<4.3.0>nona-2,5,7-trien 

Relevant articles and documents

Mechanism of the Cyclopropane "Walk" Rearrangement: Syntheses and Properties of 2-Diazopropane-Arene Adducts; a Regiospecific N2 Elimination

The synthesis and the thermal and photochemical behavior of 2-diazopropane adducts of toluene 1a, m-xylene 1b,c, and Dewar benzene 2a,b are reported.At 60 deg C the thermal N2 elimination of the specifically deuterated compound 1c proceeds regiospecifically leading to 1,7,7-trimethyl-5-(trideuteriomethyl)-1,3,5-cycloheptatriene (12c), whereas the photolysis of 1c sensitized by benzophenone yields both regioisomeric cycloheptatrienes 12c and 13c in a 51:49 ratio.This finding excludes the symmetrical diradical 3c as an intermediate in the thermal N2 elimination of 1c and suggests a novel pericyclic process for it.The formation of both regioisomeric cycloheptatrienes 25b and 25c in a 74:26 ratio in the thermolysis of the diazopropane-tetradeuterio Dewar benzene adduct 2b indicates that in this case a multi-step N2 elimination passing through the diradical intermediate 3e competes with the concerted process.According to force-field calculations the course of the N2 elimination in 1a-e might be controlled by the conformational equilibrium A B.