- Dibenzyl phosphate
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- $10.00
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2026-03-20
- CAS:1623-08-1
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 10 mt
- Dibenzyl phosphate
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- $1.00
-
2025-12-12
- CAS:1623-08-1
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 200000KG
- Dibenzyl phosphate
-
-
2025-06-27
- CAS:1623-08-1
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 500000kg
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| | Dibenzyl phosphate Basic information |
| | Dibenzyl phosphate Chemical Properties |
| Melting point | 78-80 °C (lit.) | | Boiling point | 427.6±48.0 °C(Predicted) | | density | 1.280±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly) | | pka | 1.53±0.50(Predicted) | | form | Powder | | color | White to slightly yellow | | BRN | 2055755 | | Stability: | Moisture Sensitive | | InChI | 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) | | InChIKey | HDFFVHSMHLDSLO-UHFFFAOYSA-N | | SMILES | P(O)(OCC1=CC=CC=C1)(OCC1=CC=CC=C1)=O | | CAS DataBase Reference | 1623-08-1(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29199000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Dam. 1 |
| | Dibenzyl phosphate Usage And Synthesis |
| Chemical Properties | white to slightly yellow powder | | Uses | Dibenzyl phosphate (DBzP) can be used:
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To promote the monoselective ortho-C-H alkylation of N-quinolyl benzamides with primary and secondary alkyl iodides.
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For the ring-opening reaction of epoxide such as benzylglycidol to synthesize dihydroxyacetone phosphate (DHAP).
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As a reactant for the synthesis of stereospecific 1,2-trans glycosyl phosphates.
| | Definition | ChEBI: Dibenzyl phosphate is a dialkyl phosphate. | | Application | Dibenzyl phosphate and its derivatives are phosphorylation reagents; for example, di-p-tolyl phosphate is one of the key intermediates in the synthesis of fosapitant dimethylglucamine. | | Synthesis | Dibenzyl phosphate with an overall yield of 67.4% was synthesized via a three-step reaction using benzyl alcohol and phosphorus trichloride as starting materials.
(1) Benzyl alcohol, phosphorus trichloride, and triethylamine were reacted in toluene to form dibenzyl phosphite (purity: 69%);
(2) Dibenzyl phosphite and aqueous sodium hydroxide were reacted in carbon tetrachloride to form dibenzyl phosphate sodium salt tetrahydrate (purity: 95%), with a two-step yield of 46.8%;
(3) Dibenzyl phosphate sodium salt tetrahydrate was reacted with hydrochloric acid to form dibenzyl phosphate (purity: 97%), yield: 85.6%;
(4) The product was refined with ethyl acetate/petroleum ether = 1:3 (purity: 99.5%), yield: 88.1%. | | Precautions | dibenzyl phosphate may be stored at 2–8?°C. It is incompatible with strong oxidizing agents. Avoid contact with skin and eyes. | | References | [1] Bowers, S. G., Mahmud, T., & Floss, H. G. (2002). Biosynthetic studies on the α-glucosidase inhibitor acarbose: the chemical synthesis of dTDP-4-amino-4,6-dideoxy-α-d-glucose. Carbohydrate Research, 337 4, Pages 297-304. https://doi.org/10.1016/S0008-6215(01)00323-8
[2] Zhang, S.-Y., Li, Q., He, G., Nack, W. A., & Chen*, G. (2014). Pd-Catalyzed Monoselective ortho-C–H Alkylation of N-Quinolyl Benzamides: Evidence for Stereoretentive Coupling of Secondary Alkyl Iodides. Journal of the American Chemical Society, 137 1, 531–539. https://doi.org/10.1021/ja511557h
[3] Meyer, O., Ponaire, S., Rohmer, M., & Grosdemange-Billiard, C. (2006). Lewis Acid Mediated Regioselective Ring Opening of Benzylglycidol with Dibenzyl Phosphate: Short and Attractive Synthesis of Dihydroxyacetone Phosphate. Organic Letters, 8 19, 4347–4350. https://doi.org/10.1021/ol061748a
[4] Veeneman, G. H., Broxterman, H. J. G., der Marel, G. A. van, & Boom, J. H. van. (1991). An approach towards the synthesis of 1,2-trans glycosyl phosphates via iodonium ion assisted activation of thioglycosides. Tetrahedron Letters, 32 43, Pages 6175-6178. https://doi.org/10.1016/0040-4039(91)80782-2 |
| | Dibenzyl phosphate Preparation Products And Raw materials |
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