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Merck
CN

418633

Tetrabenzyl pyrophosphate

98%

Synonym(s):

Pyrophosphoric acid tetrabenzyl ester, Tetrabenzyl diphosphate

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About This Item

Linear Formula:
(C6H5CH2O)2P(O)OP(O)(OCH2C6H5)2
CAS Number:
Molecular Weight:
538.47
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2068292
Assay:
98%
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Quality Level

assay

98%

mp

63-66 °C (lit.)

functional group

phenyl, phosphate

storage temp.

−20°C

SMILES string

O=P(OCc1ccccc1)(OCc2ccccc2)OP(=O)(OCc3ccccc3)OCc4ccccc4

InChI

1S/C28H28O7P2/c29-36(31-21-25-13-5-1-6-14-25,32-22-26-15-7-2-8-16-26)35-37(30,33-23-27-17-9-3-10-18-27)34-24-28-19-11-4-12-20-28/h1-20H,21-24H2

InChI key

NSBNXCZCLRBQTA-UHFFFAOYSA-N

Application

Tetrabenzyl pyrophosphate may be employed for the following studies:
  • Fabrication of Pb2+-selective membrane electrodes.
  • Preparation of synthetic nucleotides, phosphates of the 3,6-dideoxyhexoses.
  • As phosphorylating reagent for the synthesis of Und-PP-Bac (undecaprenyl pyrophosphate = Und-PP; Bac = unusual sugar bacillosamine).


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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D Xu et al.
Talanta, 51(2), 365-371 (2008-10-31)
Tetrabenzyl pyrophosphate and diphenylphosphinic anhydride, with two phosphoryl groups (PO) as ligating sites, can be used as novel ionophores to make Pb(2+)-selective membrane electrodes. A good result was obtained with tetrabenzyl pyrophosphate, and the electrode based on this ionophore and
The Journal of Organic Chemistry, 59, 2279-2279 (1994)
N S Utkina et al.
Bioorganicheskaia khimiia, 15(10), 1375-1383 (1989-10-01)
Interaction of lithium alcoholates of 2,4-di-O-benzoates of paratose and abequose with tetrabenzyl pyrophosphate gave alpha-phosphates of the 3,6-dideoxyhexoses, further converted into the corresponding cytidine-5'-diphosphate derivatives. These synthetic nucleotides were shown to participate in the biosynthesis of the O-specific polysaccharides for



Global Trade Item Number

SKUGTIN
418633-1G04061826663271