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D36550

Dibenzyl phosphate

Name: Dibenzyl phosphate
Brand: ALDRICH

99%

Synonym(s):

DBzP

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About This Item

Linear Formula:

(C₆H₅CH₂O)₂P(O)(OH)

CAS Number:

1623-08-1

Molecular Weight:

278.24

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24893773

EC Number:

216-602-3

Beilstein/REAXYS Number:

2055755

MDL number:

MFCD00004775

Assay:

99%

Form:

powder

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Properties

Quality Level

100

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

Description

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

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

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Global Trade Item Number

SKU	GTIN
D36550-25G	04061833427859
D36550-5G	04061833563427