53114-48-0Relevant articles and documents
Continuous flow generation and reactions of anhydrous diazomethane using a teflon AF-2400 tube-in-tube reactor
Mastronardi, Federica,Gutmann, Bernhard,Oliver Kappe
supporting information, p. 5590 - 5593 (2013/11/19)
A continuous process for generation, separation, and reactions of anhydrous diazomethane in a tube-in-tube reactor was developed. The inner tube of the reactor is made of hydrophobic, gas-permeable Teflon AF-2400. The diazomethane is formed in the inner tube and then diffuses through the permeable membrane into the outer chamber and subsequently reacts in the solution carried within. This technique allows safe and scalable reactions with dry diazomethane to be performed on a laboratory scale.
Thermolysis of 7-Phenyl-2,3,7-triazabicyclooct-2-ene-6,8-dione
Majchrzak, Michael W.,Kotelko, Antoni
, p. 1475 - 1477 (2007/10/02)
Thermolysis of the title compound in boiling xylene (138 deg) produces a 7.7/10.1/1.0 mixture of the N-phenylimides of cis-1,2-cyclopropanedicarboxylic acid, citraconic acid, and itaconic acid.The imides of citraconic and itaconic acids are produced by hydrogen shifts.A completely concerted mechanism involving simultaneous hydrogen shift and cleavage of both C-N bonds is unlikely in the present case because both hydride-shift products are formed and because the optimal arrangement for the hydrogen shift requires deformation of the imide ring and loss of imide resonance.The C-N bond strengths in the title compound should be quite different.The products can arise either from two parallel pathways involving nitrogen-containing dipoles or from a single nitrogen-free trimethylene fragment.