Benzyl carbazate
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Benzyl carbazate

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Benzyl Carbazate has been shown to prevent the occurrence of oligonucleosome-sized DNA fragmentation in the cell-free system.

Category
Peptide Synthesis Reagents
Catalog number
BAT-002413
CAS number
5331-43-1
Molecular Formula
C8H10N2O2
Molecular Weight
166.18
Benzyl carbazate
IUPAC Name
benzyl N-aminocarbamate
Synonyms
Carbazic Acid Benzyl Ester; Benzyl hydrazinecarboxylate; Hydrazinecarboxylic acid, phenylmethyl ester; N-Cbz-hydrazine; Z-hydrazine; Carbobenzoxyhydrazine; (Benzyloxycarbonyl)hydrazine; NSC 2287; EINECS 226-230-3; Cbz-Hydrazine; Nalpha-Z-hydrazide
Appearance
White crystalline powder
Purity
98 % (HPLC)
Density
1.227 g/cm3 (Predicted)
Melting Point
65-68 ℃
Boiling Point
294.4 ℃ (Predicted)
Storage
2-8 ℃
Solubility
Slightly soluble in Water; Soluble in Methanol, DMSO
InChI
InChI=1S/C8H10N2O2/c9-10-8(11)12-6-7-4-2-1-3-5-7/h1-5H,6,9H2,(H,10,11)
InChI Key
RXUBZLMIGSAPEJ-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NN
1. Benzyl (E)-3-(2-methyl-benzyl-idene)dithio-carbazate
Shang Shan, Zhao Wang, Yan-Lan Huang, Han-Qi Guo, Deng-Feng Li Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2497. doi: 10.1107/S1600536811033113. Epub 2011 Aug 27.
The title compound, C(16)H(16)N(2)S(2), was obtained from the condensation reaction of benzyl dithio-carbazate and 2-methyl-benzaldehyde. The asymmetric unit contains two independent mol-ecules. In both mol-ecules, the methyl-phenyl ring and the dithio-carbazate fragment are located on opposite sides of the C=N bond, showing an E conformation. In each mol-ecule, the dithio-carbazate fragment is approximately planar, the r.m.s deviations being 0.018 and 0.025 Å. The mean plane of dithio-carbazate group is oriented at dihedral angles of 7.9 (3) and 68.24 (12)°, respectively, to the methyl-phenyl and phenyl rings in one mol-ecule, while the corresponding angles in the other mol-ecule are 10.9 (3) and 69.76 (16)°. Inter-molecular N-H⋯S hydrogen bonding occurs in the crystal structure to generate inversion dimers for both molecules.
2. Benzyl 3-[(E)-2-nitro-benzyl-idene]dithio-carbazate
Shang Shan, Yan-Lan Huang, Han-Qi Guo, Deng-Feng Li, Jian Sun Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o2107. doi: 10.1107/S1600536811028686. Epub 2011 Jul 23.
The title compound, C(15)H(13)N(3)O(2)S(2), was obtained from a condensation reaction of benzyl dithio-carbazate and 2-nitro-benzaldehyde. In the mol-ecule, the nearly planar dithio-carbazate fragment [r.m.s deviation = 0.0264 Å] is oriented at dihedral angles of 7.25 (17) and 74.09 (9)°with respect to the two benzene rings. The nitro group is twisted by a dihedral angle of 22.4 (7)° to the attached benzene ring. The nitro-benzene ring and dithio-carbazate fragment are located on the opposite sides of the C=N bond, showing an E configuration. In the crystal, mol-ecules are linked via inter-molecular N-H⋯S hydrogen bonds, forming centrosymmetric supra-molecular dimers. Weak C-H⋯π inter-action is also observed in the crystal structure.
3. Methyl 3-(4-methyl-benzyl-idene)carbazate
Yu-Feng Li, Fu-Gong Zhang, Fang-Fang Jian Acta Crystallogr Sect E Struct Rep Online. 2010 May 22;66(Pt 6):o1429. doi: 10.1107/S160053681001799X.
The title compound, C(10)H(12)N(2)O(2), was prepared by the reaction of methyl carbazate and 4-methyl-benzaldehyde. The dihedral angle between the benzene ring and the carbazate fragment is 20.86 (10)°. In the crystal structure, mol-ecules are linked by inter-molecular N-H⋯O hydrogen bonds.
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