1623-08-1

Basic information

• Product Name: Dibenzyl phosphate
• Synonyms: DIBENZYL PHOSPHATE;PHOSPHORIC ACID DIBENZYL ESTER;dibenzyl hydrogen phosphate;DIBENZYL PHOSPHATE FREE ACID*CRYSTALLINE;DIBENZYLOXYPHOSPHOCREATININE;bis(phenylmethyl) ester Phosphoric acid;Bis(phenylmethyl) hydrogen phosphate;Dibenzylphosphoric acid
• CAS NO: 1623-08-1
• Molecular Formula: C₁₄H₁₅O₄P
• Molecular Weight: 278.24
• EINECS: 216-602-3
• Product Categories: Fluorobenzene;Heterocyclic Compounds;Benzenes;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds
• Mol File: 1623-08-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• Appearance: White to slightly yellow/Powder
• Density: 1.28 g/cm³
• Vapor Pressure: 4.49E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
• PKA: 1.53±0.50(Predicted)
• Stability: Moisture Sensitive
• BRN: 2055755
• CAS DataBase Reference: Dibenzyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzyl phosphate(1623-08-1)
• EPA Substance Registry System: Dibenzyl phosphate(1623-08-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1623-08-1(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow powder

Uses

Different sources of media describe the Uses of 1623-08-1 differently. You can refer to the following data:
1. Eye irritant.
2. 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.

InChI:InChI=1/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)/p-1

Upstream product

• 109-02-4 4-methyl-morpholine 
• 1707-92-2 tribenzylphosphate 
• 64-17-5 ethanol 
• 100-51-6 benzyl alcohol 
• 23998-94-9 dibenzyl phosphoenolpyruvate 
• 10542-07-1 benzyl phosphite 
• 538-37-4 dibenzyl phosphochloridate 
• 990-91-0 dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate 
• 1415481-52-5 biphenyl-4-yl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside 
• 108549-23-1 Dibenzyl N,N-diisopropylphosphoramidite 
• 1369964-82-8 dibenzyl (1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl phosphate 
• 98-85-1 1-Phenylethanol 
• 124575-22-0 dibenzyl N,N-diisopropylphosphoroamidate 
• 538-60-3 dibenzyl hydrogen phosphite 

Downstream Products

• 990-91-0 dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate 
• 109644-93-1 acetyl-phosphoric acid dibenzyl ester 
• 101578-89-6 dibenzyl 2-methoxyethyl phosphate 
• 72216-37-6 (+/-)-phosphoric acid-(trans-2-hydroxy-cyclohexyl ester)-dibenzyl ester 
• 121446-86-4 adipoyl-bis-phosphoric acid tetrabenzyl ester 
• 50725-09-2 N'-(bis-benzyloxy-phosphoryl)-N,N-dimethyl-guanidine 
• 110971-89-6 3-(2-chloroethyl)-N-<2-ethyl>tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide 
• 150943-29-6 dibenzyl pyren-1-ylmethyl phosphate 
• 130780-96-0 rac-3-(2-Cyanoaziridin-1-yl)alaninnitril 
• 130780-95-9 rac-O³-Dibenzyloxyphosphorylserinnitril 
• 137138-14-8 dibenzyl (hepta-O-acetyl-β-D-lactosyl) phosphate 
• 25546-57-0 dibenzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phosphate 
• 138552-47-3 dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate 
• 188783-53-1 Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-6-acetoxymethyl-2-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

New Photochemically Labile Protecting Group for Phosphates

New photochemically labile phosphate protecting group was developed.These phosphate esters have high molar extinction coefficient (ε340=34500 dm3 mol-1cm-1) and rapidly release parent phosphates upon irradiation (>300 nm) with high quantum efficiency for disappearance (φdis=0.22 at 340 nm).

Novel photolabile protecting group for phosphate compounds

A novel photolabile protecting group, thiochromone S,S-dioxide, containing the diazomethyl group for protection of phosphate derivatives is described. Deprotection of the successfully protected phosphate derivatives proceeded smoothly under photoirradiation using an ultrahigh-pressure mercury lamp to recover the corresponding phosphates quantitatively, and the photoproduct derived from the thiochromone derivative showed high fluorescence intensity. Georg Thieme Verlag Stuttgart · New York.

Efficient catalyst turnover in the phosphitylation of alcohols with phosphoramidites

We report a method for catalytic phosphitylation utilizing phosphoramidites. Traditionally, this reaction is inefficient unless an excess of catalyst is present due to catalyst deactivation by an amine by-product. Isocyanate additives have been evaluated

Novel acyl-dipeptide-like compounds bearing an accessory functional side chain spacer, a method for preparing the same and pharmaceutical compositions containing such products

The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targetting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.