Carbobenzoxyhydrazide

Base Information

• Chemical Name: Carbobenzoxyhydrazide
• CAS No.: 5331-43-1
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 29280000
• European Community (EC) Number: 226-230-3
• NSC Number: 2287
• UNII: H7GM2H55TC
• DSSTox Substance ID: DTXSID1047447
• Nikkaji Number: J298.013D
• Wikidata: Q27279734
• ChEMBL ID: CHEMBL3187376
• Mol file: 5331-43-1.mol

Synonyms:Carbazicacid, benzyl ester (6CI,7CI,8CI);Benzylhydrazinecarboxylate;Benzyl hydrazinocarboxylate;Benzyloxycarbonyl hydrazide;Hydrazincarboxylic acid benzylester;NSC 2287;[(Benzyloxy)carbonyl]hydrazine;Carbazic acid, benzyl ester;

Chemical Property of Carbobenzoxyhydrazide

Chemical Property:

• Appearance/Colour: light beige shiny flakes
• Melting Point: 65-68 °C(lit.)
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 351.292 °C at 760 mmHg
• PKA: 10.56±0.20(Predicted)
• Flash Point: 166.255 °C
• PSA: 64.35000
• Density: 1.202 g/cm³
• LogP: 1.87770
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• Water Solubility.: Soluble in water (slightly), methanol and DMSO.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

N-alpha-Z-hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NN
• Uses: Benzyl Carbazate has been shown to prevent the occurrence of oligonucleosome-sized DNA fragmentation in the cell-free system. Benzyl carbazate is used as a reagent for preparation of benzyloxycarbonyl (Z, Cbz) hydrazides of carboxylic acids, particularly N-protected amino acids. Subsequent hydrogenolysis gives the hydrazide which can be converted to the azide for coupling with a further amino acid residue by the azide method. It is also used in the preparation of simple acyl or sulfonyl hydrazides avoiding diacylation.

Technology Process of Carbobenzoxyhydrazide

There total 10 articles about Carbobenzoxyhydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

C11H11Cl3N2O4 (202980-89-0) → N-benzyloxycarbonyl-hydrazine (5331-43-1)

Guidance literature:

With chloro-trimethyl-silane; mischmetal (50 percent Ce, 25 percent La, 16 percent Nd, 6 percent Pr); In tetrahydrofuran; for 3h; Heating;

Reference yield: 97.0%

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-hydrazine (5331-43-1)

Guidance literature:

With potassium carbonate; hydrazine hydrate; In dichloromethane; at 20 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 95.0%

N-benzyloxycarbonylimidazole (22129-07-3) → N-benzyloxycarbonyl-hydrazine (5331-43-1)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/cc900063y

upstream raw materials:

DBC

benzyl chloroformate

C₁₁H₁₁Cl₃N₂O₄

benzyl chloride

Downstream raw materials:

N-benzyloxycarbonylaminophthalimide

[2-bromo-1-(4-bromo-phenyl)-ethylidene]-carbazic acid benzyl ester

3,3'-terephthaloyl-bis-carbazic acid dibenzyl ester

tert.-Butyloxycarbonyl-N^ω-nitro-ω-arginin-benzyloxycarbonyl-hydrazid

Refernces

• 1、 -. "Method for synthesizing benzyl hydrazinecarboxylate". Paragraph 0016; 0034-0065. . Retrieved 2019/05/04.
• 2、 -. "Hydrazine carboxylic acid benzyl ester synthesis method". Paragraph 0024-0027. . Retrieved 2017/04/25.