MilliporeSigma
All Photos(1)

679011

Sigma-Aldrich

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
Molecular Weight:
530.38
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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.
2-(Diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester Staudinger Ligation Probe and Target
The Staudinger Ligation: A High-Yield, Chemoselective, and Mild Synthetic Method

Packaging

25 mg in amber glass bottle
100 mg in clear glass bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

SDS

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service