4-hydroxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

• ChemBase编号: 103316
• 分子式: C9H9NO3
• 平均质量: 179.17266
• 单一同位素质量: 179.05824315
• SMILES: ON1C(=O)C2C3CC(C=C3)C2C1=O
• Canonical SMILES: ON1C(=O)C2C(C1=O)C1CC2C=C1
• InChI: InChI=1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2
• InChIKey: ZUSSTQCWRDLYJA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-hydroxy-4-azatricyclo[5.2.1.0^2,^6]dec-8-ene-3,5-dione; 4-hydroxy-4-azatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione
• IUPAC传统名: 4-hydroxy-4-azatricyclo[5.2.1.0^2,^6]dec-8-ene-3,5-dione; 4-hydroxy-4-azatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione
• 别名: 内-N-羟基-5-降冰片烯-2,3-二甲酰亚胺; 2-Hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione; HONB; N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid imide; N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE; endo-N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboximide; endo-N-Hydroxy-5-norbornene-2,3-dicarboximide

登记号

• CAS号: 21715-90-2
• EC号: 244-538-6
• MDL号: MFCD00065691
• Beilstein号: 13540
• PubChem SID: 162090662
• PubChem CID: 89529

理论计算性质

• Acid pKa: 7.1724677
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.1905442
• LogD (pH = 7.4): -0.6079052
• Log P: -0.18144734
• 摩尔折射率: 44.4054 cm^3
• 极化性: 16.86843 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 166-170°C

安全信息

• 保存条件: 2-8°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 95+%; 97%

详细说明

MP Biomedicals - 02151302

Used with DCC in peptide synthesis to decrease racemization and increase yields.

参考文献

• Chem. Pharm. Bull., 22: 1857, (1974).
• Reportedly superior to N-Hydroxysuccinimide, A10312 as a racemization suppressant in peptide synthesis: Chem. Pharm. Bull., 22, 1857 (1974); 26, 585 (1978). See Appendix 6.
• Reagent for preparation of O-alkylhydroxylamines by O-alkylation and cleavage with hydrazine: Bull. Soc. Chim. Fr., 833 (1976). Compare N-Hydroxyphthalimide, A13862.