(2-bromophenyl)methyl 2,5-dioxopyrrolidin-1-yl carbonate

• ChemBase编号: 147899
• 分子式: C12H10BrNO5
• 平均质量: 328.1155
• 单一同位素质量: 326.97423443
• SMILES: c1ccc(c(c1)COC(=O)ON1C(=O)CCC1=O)Br
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)OCc1ccccc1Br
• InChI: InChI=1S/C12H10BrNO5/c13-9-4-2-1-3-8(9)7-18-12(17)19-14-10(15)5-6-11(14)16/h1-4H,5-7H2
• InChIKey: SZDNRTVADOCWKU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2-bromophenyl)methyl 2,5-dioxopyrrolidin-1-yl carbonate
• IUPAC传统名: (2-bromophenyl)methyl 2,5-dioxopyrrolidin-1-yl carbonate
• 别名: N-(2-溴苄氧基羰基氧基)琥珀酰亚胺; Z(2-Br)-OSu，N-(2-溴苄氧羰酰氧基)丁二酰亚胺; 2-溴苄基-N-琥珀酰亚胺基碳酸酯; N-(2-溴苄氧羰氧基)丁二酰亚胺; Z(2-Br)-OSu; N-(2-Bromobenzyloxycarbonyloxy)succinimide; Z(2-Br)-OSu, N-(2-Bromobenzyloxycarbonyloxy)succinimide; 2-Bromobenzyl succinimidyl carbonate; 2-Bromobenzyl succinimdyl carbonate; N-(2-Bromobenzyloxycarbonyloxy)succinimide; N-(2-Bromobenzyloxycarbonyloxy)succinimide

登记号

• CAS号: 128611-93-8
• MDL号: MFCD00082848
• Beilstein号: 3623239
• PubChem SID: 162242080
• PubChem CID: 598169

理论计算性质

• Acid pKa: 17.634148
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 2.2587566
• LogD (pH = 7.4): 2.2587566
• Log P: 2.2587566
• 摩尔折射率: 67.0565 cm^3
• 极化性: 26.482992 Å^3
• 极化表面积: 72.91 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

• 熔点: 105-108°C

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 联合国危险货物编号: UN3335
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): III
• 危险公开号: 43
• 安全公开号: 24-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H317
• GHS警示性声明: P261-P280-P302+P352-P321-P363-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C12H10BrNO5

参考文献

• Reagent for introduction of the 2-bromobenzyloxycarbonyl group, recommended for protection of the phenol group of tyrosine residues in peptide synthesis. The group is cleaved quantitatively by HF: J. Org. Chem., 38, 591 (1973). See Appendix 6.