TBTA

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Structural formula
Structure of TBTA
General
Surname TBTA
other names

Tris [(1-benzyl-1 H -1,2,3-triazol-4-yl) methyl] amine

Molecular formula C 30 H 30 N 10
External identifiers / databases
CAS number 510758-28-8
EC number 693-028-3
ECHA InfoCard 100.221.401
PubChem 11203363
Wikidata Q2356813
properties
Molar mass 530.63 g mol −1
Physical state

firmly

Melting point

132-143 ° 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 .

TBTA (systematic name: Tris [(1-benzyl-1 H -1,2,3-triazol-4-yl) methyl] amine) is a chemical compound from the group of triazoles (more precisely, the polytriazole amines ).

Extraction and presentation

TBTA can be obtained by reacting benzyl azide and tripropargylamine in a copper (II) acetate / sodium ascorbate solution.

use

TBTA is used in the copper- catalyzed alkyne-azide cycloaddition (CuAAC), in which TBTA prevents the disproportionation as well as the oxidation of Cu (I).

Web links

Individual evidence

  1. ↑ Data sheet Tris ((1-benzyl-1H-1,2,3-triazol-4-yl) methyl) amine, 97% from Sigma-Aldrich , accessed on September 22, 2011 ( PDF ).
  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. ↑ Jason E. Hein, Larissa B. Krasnova, Masayuki Iwasaki, Valery V. Fokin: Cu-Catalyzed Azide-Alkyne Cycloaddition: Preparation of Tris ((1-Benzyl-1H-1,2,3-Triazolyl) Methyl) Amine In : Organic Syntheses . 88, 2011, pp. 238-246, doi : 10.15227 / orgsyn.088.0238 ( PDF ).
  4. ↑ Timothy R. Chan, Robert Hilgraf, K. Barry Sharpless , Valery V. Fokin, Organic Letters, 6 (17), pp. 2853-2855, 2004 , doi : 10.1021 / ol0493094 .