Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

D36550

Sigma-Aldrich

Dibenzyl phosphate

99%

Synonym(s):

DBzP

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(C6H5CH2O)2P(O)(OH)
CAS Number:
Molecular Weight:
278.24
Beilstein/REAXYS Number:
2055755
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

mp

78-80 °C (lit.)

storage temp.

2-8°C

SMILES string

OP(=O)(OCc1ccccc1)OCc2ccccc2

InChI

1S/C14H15O4P/c15-19(16,17-11-13-7-3-1-4-8-13)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H,15,16)

InChI key

HDFFVHSMHLDSLO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Dibenzyl phosphate (DBzP) can be used:
  • To promote the monoselective ortho-C-H alkylation of N-quinolyl benzamides with primary and secondary alkyl iodides.
  • For the ring-opening reaction of epoxide such as benzylglycidol to synthesize dihydroxyacetone phosphate (DHAP).
  • As a reactant for the synthesis of stereospecific 1,2-trans glycosyl phosphates.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

An approach towards the synthesis of 1, 2-trans glycosyl phosphates via iodonium ion assisted activation of thioglycosides.
Veeneman GH, et al.
Tetrahedron Letters, 32(43), 6175-6178 (1991)
Biosynthetic studies on the ?-glucosidase inhibitor acarbose: the chemical synthesis of dTDP-4-amino-4, 6-dideoxy-?-d-glucose.
Bowers SG, et al.
Carbohydrate Research, 337(4), 297-304 (2002)
Pd-Catalyzed Monoselective ortho-C-H Alkylation of N-Quinolyl Benzamides: Evidence for Stereoretentive Coupling of Secondary Alkyl Iodides.
Zhang SY, et al.
Journal of the American Chemical Society, 137(1), 531-539 (2014)
Lewis acid mediated regioselective ring opening of benzylglycidol with dibenzyl phosphate: short and attractive synthesis of dihydroxyacetone phosphate.
Meyer O, et al.
Organic Letters, 8(19), 4347-4350 (2006)
Syntheses of glycosyl phosphates by phase transfer catalysis.
Roy R, et al.
Canadian Journal of Chemistry, 69(9), 1462-1467 (1991)

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