1-methyl 4-pentafluorophenyl 2-(diphenylphosphanyl)benzene-1,4-dicarboxylate

• ChemBase编号: 139804
• 分子式: C27H16F5O4P
• 平均质量: 530.379317
• 单一同位素质量: 530.07063672
• SMILES: COC(=O)c1ccc(cc1P(c1ccccc1)c1ccccc1)C(=O)Oc1c(c(c(c(c1F)F)F)F)F
• Canonical SMILES: COC(=O)c1ccc(cc1P(c1ccccc1)c1ccccc1)C(=O)Oc1c(F)c(F)c(c(c1F)F)F
• InChI: InChI=1S/C27H16F5O4P/c1-35-27(34)18-13-12-15(26(33)36-25-23(31)21(29)20(28)22(30)24(25)32)14-19(18)37(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-14H,1H3
• InChIKey: OURNVXDJALDDIG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-methyl 4-pentafluorophenyl 2-(diphenylphosphanyl)benzene-1,4-dicarboxylate
• IUPAC传统名: 1-methyl 4-pentafluorophenyl 2-(diphenylphosphanyl)benzene-1,4-dicarboxylate
• 别名: 1-甲基-4-(五氟苯基)-2-(二苯基膦)-1,4-苯二羧酸酯; 2-(二苯基膦)对苯二甲酸 1-甲基 4-五氟苯基二酯; 1-Methyl-4-(pentafluorophenyl)-2-(diphenylphosphino)-1,4-benzenedicarboxylate; 2-(Diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester

登记号

• MDL号: MFCD09265125
• PubChem SID: 162234052; 24885463
• PubChem CID: 16218338

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 7.781
• LogD (pH = 7.4): 7.781
• Log P: 7.781
• 摩尔折射率: 126.5331 cm^3
• 极化性: 47.37508 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 109-111 °C

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: 97%
• Empirical Formula (Hill Notation): C27H16F5O4P

详细说明

Sigma Aldrich - 679011

包装
25, 100 mg in glass bottle
Application

• Staudinger ligation reagent for the conjugation of amine and azide containing compounds or biomolecules.
• The amine functionalized molecule first reacts with the phosphine through the activated pentafluorophenyl ester.The azide-molecule is then reacted with the newly labeled phosphine to form the iminophosphorane, and the aza-ylide is subsequently captured by the methyl ester to yield the covalent conjugated product.1The Staudinger Ligation: A High-Yield, Chemoselective, and Mild Synthetic Method