Skip to Content
Merck
All Photos(1)

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:
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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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)
Syntheses of glycosyl phosphates by phase transfer catalysis.
Roy R, et al.
Canadian Journal of Chemistry, 69(9), 1462-1467 (1991)
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)

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