(benzyloxy)carbohydrazide

• ChemBase编号: 91832
• 分子式: C8H10N2O2
• 平均质量: 166.1772
• 单一同位素质量: 166.07422757
• SMILES: O(C(=O)NN)Cc1ccccc1
• Canonical SMILES: NNC(=O)OCc1ccccc1
• InChI: InChI=1S/C8H10N2O2/c9-10-8(11)12-6-7-4-2-1-3-5-7/h1-5H,6,9H2,(H,10,11)
• InChIKey: RXUBZLMIGSAPEJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (benzyloxy)carbohydrazide
• IUPAC传统名: benzyloxycarbohydrazide
• 别名: 苄基肼基甲酸酯; 苄氧羰基肼; 肼基甲酸苄酯; Benzyl carbazate; Benzyl hydrazinecarboxylate; Hydrazine, N-CBZ protected; (Benzyloxycarbonyl)hydrazine; Z-hydrazine; Benzyl carbazate; Carbazic Acid Benzyl Ester; Benzyl Hydrazinocarboxylate; Benzyloxycarbonyl Hydrazide; Carbobenzoxyhydrazide; Carbobenzyloxyhydrazine; Hydrazincarboxylic Acid Benzyl Ester; Hydrazinecarboxylic Acid Benzyl Ester; NSC 2287; [(Benzyloxy)carbonyl]hydrazine; Benzyl Carbazate; Benzyl hydrazinecarboxylate; Benzyloxycarbonylhydrazine

登记号

• CAS号: 5331-43-1
• EC号: 226-230-3
• MDL号: MFCD00041890
• Beilstein号: 1952982
• PubChem SID: 24850430; 162078530; 24873300
• PubChem CID: 79242

理论计算性质

• Acid pKa: 12.83004
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.0163039
• LogD (pH = 7.4): 1.0169901
• Log P: 1.0170002
• 摩尔折射率: 45.1862 cm^3
• 极化性: 17.341331 Å^3
• 极化表面积: 64.35 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Beige Solid
• 熔点: 63-67°C; 65-68 °C(lit.); 65-70°C; 66-70°C; 67-70 °C
• 闪点: 110 °C; 110°C; 230 °F

安全信息

• 保存条件: Refrigerator
• 保存注意事项: Irritant/Corrosive/Moisture Sensitive/Store under Argon
• RTECS编号: MV1724950
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 37/38-41; 41
• 安全公开号: 26-36; 26-37/39
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H318; H318-H315-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (HPLC); 97%; 98%; 98+%
• 级别: purum
• 线性分子式: H2NNHCO2CH2C6H5

详细说明

Sigma Aldrich - 499781

包装
5, 25 g in glass bottle

Toronto Research Chemicals - B233620

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

参考文献

• Sane, A.-T. et al.: Cancer Res., 58, 3066 (1998)
• 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: J. Am. Chem. Soc., 74, 470 (1952); 87, 620 (1965); see Appendix 6:
  
• Has also been used in a similar manner for the preparation of simple acyl or sulfonyl hydrazides avoiding diacylation; the residual benzyl group is removable by hydrogenolysis: Synthesis, 244 (1980).