Tri- tert -butylazet

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Structural formula
Structural formula of tri-tert-butylazet
General
Surname Tri- tert -butylazet
other names

2,3,4-tri- tert -butylazet

Molecular formula C 15 H 27 N
External identifiers / databases
CAS number 103794-87-2
Wikidata Q2452215
properties
Molar mass 221.38 g mol −1
Physical state

firmly

Melting point

37 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tri- tert -butylazet is a chemical compound from the group of Azete . It is an unsaturated heterocyclic compound which has a four - membered nitrogen-containing ring as a structural element to which three tert- butyl radicals are bonded.

Manufacturing

Tri- tert -butylazet can be obtained by ring expansion from tri- tert -butylcyclopropylene azide. This reaction takes place at an elevated temperature with the elimination of molecular nitrogen.

Formation of tri-tert-butyl acetate from tri-tert-butylcyclopropylene azide

Reactions

Tri- tert -butylazet undergoes [2 + 2] cycloadditions with alkynes .

Carboxylic acids can add to the C = N double bond .

Diels-Alder reactions occur with dienes that do not have any sterically demanding residues . Here it acts as a dienophile .

References and comments

  1. UJ Vogelbacher, M. Regitz, R. Mynott in: Angew. Chem. 1986, 98, 9, 835-836.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. G. Maier, D. Born, I. Bauer, R. Wolf, R. Boese, D. Cremer in: Chem. Ber. 1994, 127, 1, 173-190.
  4. G. Maas, M. Regitz, R. Rahm, J. Schneider, PJ Stang, CM Crittell in: J. Chem. Soc. Chem. Commun. 1990, 20, 1456-1457.
  5. a b U. J. Vogelbacher, M. Ledermann, T. Schach, G. Michels, U. Hees, M. Regitz in: Angew. Chem. 1988, 100, 2, 304-306.