2,5-dioxopyrrolidin-1-yl 5-azido-2-nitrobenzoate

• ChemBase编号: 155221
• 分子式: C11H7N5O6
• 平均质量: 305.20318
• 单一同位素质量: 305.03963297
• SMILES: c1cc(c(cc1N=[N+]=[N-])C(=O)ON1C(=O)CCC1=O)[N+](=O)[O-]
• Canonical SMILES: O=C(c1cc(ccc1[N+](=O)[O-])N=[N+]=[N-])ON1C(=O)CCC1=O
• InChI: InChI=1S/C11H7N5O6/c12-14-13-6-1-2-8(16(20)21)7(5-6)11(19)22-15-9(17)3-4-10(15)18/h1-2,5H,3-4H2
• InChIKey: FUOJEDZPVVDXHI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 5-azido-2-nitrobenzoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 5-azido-2-nitrobenzoate
• 别名: N-(5-Azido-2-nitrobenzoyloxy)succinimide; N-Succinimidyl 5-azido-2-nitrobenzoate; 5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester

登记号

• CAS号: 60117-35-3
• MDL号: MFCD00054962
• Beilstein号: 1555224
• PubChem SID: 162249359
• PubChem CID: 3080866

理论计算性质

• Acid pKa: 17.696785
• 质子受体: 7
• 质子供体: 0
• LogD (pH = 5.5): 1.4467223
• LogD (pH = 7.4): 1.4467223
• Log P: 1.5607679
• 摩尔折射率: 71.4803 cm^3
• 极化性: 25.327133 Å^3
• 极化表面积: 138.93 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF: soluble; ethyl acetate: soluble25 mg/mL
• 外观: yellow powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95%; ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C11H7N5O6

详细说明

Sigma Aldrich - A3282

Application
Photoactive, heterobifunctional cross-linking reagent. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific.
Caution
Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.
Other Notes
Note that the nitro substituent provides an absorption band at a longer wavelength compared to simple aryl azide.

Sigma Aldrich - 11549

Other Notes
Photoactive, heterobifunctional cross-linker1