679011

2-(Diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester

97%

• Synonym(s): 1-Methyl-4-(pentafluorophenyl)-2-(diphenylphosphino)-1,4-benzenedicarboxylate
• Empirical Formula (Hill Notation): C₂₇H₁₆F₅O₄P
• CAS Number: 932710-65-1
• Molecular Weight: 530.38
• MDL number: MFCD09265125
• UNSPSC Code: 12352106
• PubChem Substance ID: 24885463
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• reaction suitability: reaction type: click chemistry
• mp: 109-111 °C
• storage temp.: −20°C
• SMILES string: COC(=O)c1ccc(cc1P(c2ccccc2)c3ccccc3)C(=O)Oc4c(F)c(F)c(F)c(F)c4F
• 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
• InChI key: OURNVXDJALDDIG-UHFFFAOYSA-N

Description

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.

The Staudinger Ligation: A High-Yield, Chemoselective, and Mild Synthetic Method

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable