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TCI

CAS 5331-43-1

Benzyl Carbazate TCI C1564

Benzyl Carbazate TCI C1564

Chemical Identity

Other names
Carbazic Acid Benzyl Ester · Carbobenzoxyhydrazine · N-Cbz-hydrazine · Benzyloxycarbonylhydrazine
CAS No.
5331-43-1
PubChem
CID 79242·SID 87566561
Formula
C8H10N2O2
Molecular weight
166.18 g/mol
Purity
>98.0%(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
benzyl N-aminocarbamate
SMILES
C1=CC=C(C=C1)COC(=O)NN
InChIKey
RXUBZLMIGSAPEJ-UHFFFAOYSA-N
MDL
MDL00041890
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TCI C1564 Benzyl carbazate is a mono-protected hydrazine derivative bearing a benzyloxycarbonyl group, making it far safer and easier to handle than free hydrazine. The remaining NH–NH2 unit stays nucleophilic and reacts selectively, which is why the reagent is widely used to prepare peptide hydrazides for ligation and azide activation strategies. It also condenses readily with aldehydes and ketones to form stable hydrazones, supporting bioconjugation work and pH-responsive linker design, and serves as a precursor to pyrazoles, triazoles, and oxadiazoles. AMI Scientific offers this TCI reagent in 5 g and 25 g packs, with the Cbz group removable by catalytic hydrogenolysis when deprotection is required.

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  • Nithya et al. (2018). Syntheses, structural diversity and thermal behavior of first row transition metal complexes containing potential multidentate ligands based on 2,6-diacetylpyridine and benzyl carbazate. Polyhedron doi:10.1016/j.poly.2017.11.009
  • Park et al. (2021). A benzyl carbazate-based colorimetric chemosensor for relay detection of Cu2+ and S2− in near-perfect aqueous media. Journal of Molecular Structure doi:10.1016/j.molstruc.2021.130576
  • Nithya et al. (2018). Solvent assisted synthesis, structural characterization and biological evaluation of cobalt(II) and nickel(II) complexes of Schiff bases generated from benzyl carbazate and cyclic ketones. Polyhedron doi:10.1016/j.poly.2018.02.008

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.