Related Experiment Video
Updated: Aug 15, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Laser flash photolysis study of carboethoxynitrene
Christophe Buron1, Matthew S Platz
1Department of Chemistry, The Ohio State University, 1118 Newman-Wolfrom, 100 W. 18th Avenue, Columbus, Ohio 43210, USA.
Abstract:
[reaction: see text] Laser flash photolysis (LFP, 266 nm) of carboethoxyazide produces a mixture of the ethoxycarbonyl radical (lambda(max) = 333 nm, tau = 0.4 micros, CF(2)ClCFCl(2), ambient temperature) and triplet carboethoxynitrene (lambda(max) = 400 nm, tau = 1.5 micros, CF(2)ClCFCl(2), ambient temperature). The carbon-centered radical is selectively scavenged by oxygen allowing sole observation of the triplet nitrene. We deduce that the singlet nitrene has a lifetime between 2 and 10 ns in CF(2)ClCFCl(2) at ambient temperature.
More Related Videos
Related Concept Videos
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Thermal and Photochemical Electrocyclic Reactions: Overview
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
Cycloaddition Reactions: MO Requirements for Photochemical Activation

