N-{[(benzyloxy)carbonyl]imino}(benzyloxy)formamide

• ChemBase编号: 145900
• 分子式: C16H14N2O4
• 平均质量: 298.29336
• 单一同位素质量: 298.09535694
• SMILES: c1ccc(cc1)COC(=O)/N=N/C(=O)OCc1ccccc1
• Canonical SMILES: O=C(/N=N/C(=O)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2
• InChIKey: IRJKSAIGIYODAN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-{[(benzyloxy)carbonyl]imino}(benzyloxy)formamide; (E)-N-{[(benzyloxy)carbonyl]imino}(benzyloxy)formamide
• IUPAC传统名: N-{[(benzyloxy)carbonyl]imino}benzyloxyformamide; (E)-N-{[(benzyloxy)carbonyl]imino}benzyloxyformamide
• 别名: 偶氮二甲酸二苄酯; 偶氮二羟酸二苄酯; Dibenzyl azodicarboxylate; Azodicarboxylic acid dibenzyl ester; DBAD; N-{[(benzyloxy)carbonyl]imino}(benzyloxy)formamide; Dibenzyl diazene-1,2-dicarboxylate

登记号

• CAS号: 2449-05-0
• EC号: 219-508-0
• MDL号: MFCD00016737
• Beilstein号: 2298734
• PubChem SID: 24850186; 162240100
• PubChem CID: 5387121

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 3.5086298
• LogD (pH = 7.4): 3.5086298
• Log P: 3.5086298
• 摩尔折射率: 78.2042 cm^3
• 极化性: 30.527233 Å^3
• 极化表面积: 77.32 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 43 - 47°C; 43-47 °C(lit.); 43-47°C
• 闪点: >110°C(230°F)
• 疏水性(logP): 4.694

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: 90%; 95%; 95+%; 96%
• 级别: technical grade
• 线性分子式: C6H5CH2OCON=NCOOCH2C6H5

详细说明

Sigma Aldrich - 166804

包装
5, 25 g in glass bottle

参考文献

• For the formation of functionalized ?-amino alcohols by the three-component asymmetric assembly with an aldehyde and a ketone, see: Org. Lett, 5, 1685 (2003).
• Aza-dienophile; the cycloaddition products can be debenzylated by hydrogenolysis: J. Am. Chem. Soc., 109, 285 (1987); 110, 5229 (1988); 111, 2995 (1989). Compare Di-tert-butyl azodicarboxylate, L00294, Diethyl azodicarboxylate, L19348, and Diisopropyl azodicarboxylate, L10386. Effects enantioselective ɑ-amination of aldehydes, mediated by L-Proline, A10199: J. Am. Chem. Soc., 124, 5656 (2002):