Diethyl (hydroxymethyl)phosphonate
- CAS No.
- 3084-40-0
- Chemical Name:
- Diethyl (hydroxymethyl)phosphonate
- Synonyms
- midbody;AURORA KA-1421;intermediateobject;DIETHYL HYDROXYMETHYL;Tenofovir Impurity 83;Diethyl Phosphonometanol;Diethyl phosphonomethanol;diethoxyphosphorylmethanol;Diethyl hydroxymethyl phosphate;DIETHYL HYDROXYMETHYLPHOSPHONATE
- CBNumber:
- CB6141792
- Molecular Formula:
- C5H13O4P
- Molecular Weight:
- 168.13
- MDL Number:
- MFCD00014418
- MOL File:
- 3084-40-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 124-126 °C/3 mmHg (lit.) |
|---|---|
| Density | 1.14 g/mL at 25 °C (lit.) |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Viscous Liquid |
| pka | 13.00±0.10(Predicted) |
| color | Clear colorless to yellow |
| Water Solubility | 500g/L at 20℃ |
| InChI | InChI=1S/C5H13O4P/c1-3-8-10(7,5-6)9-4-2/h6H,3-5H2,1-2H3 |
| InChIKey | RWIGWWBLTJLKMK-UHFFFAOYSA-N |
| SMILES | P(CO)(=O)(OCC)OCC |
| CAS DataBase Reference | 3084-40-0(CAS DataBase Reference) |
| FDA UNII | NR74SN9XT3 |
| NIST Chemistry Reference | Diethyl hydroxymethylphosphonate(3084-40-0) |
| EPA Substance Registry System | Phosphonic acid, (hydroxymethyl)-, diethyl ester (3084-40-0) |
| UNSPSC Code | 12352108 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | |||||||||
| PPE | Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 37/39-26-36-37 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | TSCA listed | |||||||||
| HS Code | 29319090 | |||||||||
| Storage Class | 12 - Non Combustible Liquids | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
Diethyl (hydroxymethyl)phosphonate price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 392626 | Diethyl (hydroxymethyl)phosphonate technical grade | 3084-40-0 | 25ml | $242 | 2026-04-30 | Buy |
| TCI Chemical | D3813 | Diethyl (Hydroxymethyl)phosphonate >97.0%(GC) | 3084-40-0 | 25g | $51 | 2026-04-30 | Buy |
| TCI Chemical | D3813 | Diethyl (Hydroxymethyl)phosphonate >97.0%(GC) | 3084-40-0 | 100g | $149 | 2026-04-30 | Buy |
| Usbiological | 273258 | Diethyl (hydroxymethyl)phosphonate Asreported | 3084-40-0 | 5g | $333 | 2026-06-03 | Buy |
| Usbiological | 273258 | Diethyl (hydroxymethyl)phosphonate Asreported | 3084-40-0 | 10g | $460 | 2026-06-03 | Buy |
Diethyl (hydroxymethyl)phosphonate Chemical Properties, Uses, Production
Chemical Properties
Clear colorless to yellow viscous liquid
Uses
Diethyl hydroxymethylphosphonate acts as a reactant for synthesis of α And β-dialkoxyphosphoryl isothiocyanate used in antiproliferative studies, dendritic polyglycerol anions for L-selectin inhibition, phosphonates for anti-HIV-1 activity, homo and copolymers of phosphonated norbornenes, Mitsunobu reactions. It is involved in studies of FBPase inhibition by phosphonic acid-containing thaizoles.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
50-00-0
762-04-9
3084-40-0
1. In a 500 ml reaction flask, 76.6 g (0.554 moles) of diethyl phosphite, 20 g (0.667 moles added at 15%) of paraformaldehyde, 244 g (1.765 moles added at 15%) of potassium carbonate and 277 ml of toluene were added sequentially. The reaction mixture was heated to 60° C. After exothermic phenomena were observed, the remaining paraformaldehyde was added in batches and the addition process took about 15 minutes. 2. The reaction was continued at 60°C for 2 hours, during which time the remaining potassium carbonate was added in batches, maintaining the pH of the reaction system between 7.5 and 8. 3. Upon completion of the reaction, filtration was performed, and toluene was recovered by distillation under reduced pressure to obtain diethyl hydroxymethylphosphonate crude product of 92.1 g. The purity was detected by gas chromatography as ≥96%, and the yield was 95%. The product can be directly used in the next step of the reaction. 4. In a 1 liter reaction flask, 78.8 g (0.472 mol) of diethyl α-phosphonate, 278 mL of toluene and 90 g (0.889 mol) of triethylamine were added. Maintaining the temperature not lower than 30°C, 166 mL of toluene solution of toluene sulfonyl chloride 90 g (0.472 mol) was slowly added dropwise to the reaction vial, and the reaction was continued for 1 hour after the dropwise addition was completed. 5. The reaction system was warmed up to 60°C and the reaction was kept warm for 5 hours until high performance liquid chromatography (HPLC) showed that toluenesulfonyl chloride residue was ≤0.5%. 6. After the reaction was completed, the organic layer of toluene was washed twice with 277 ml of water, most of the toluene was removed by distillation under reduced pressure, a light yellow liquid was obtained, and 130.5 g of solid diethyl p-toluenesulfonyl oxymethoxyphosphonate was precipitated after cooling, with a yield of 87%.
References
[1] Tetrahedron Letters, 2016, vol. 57, # 30, p. 3349 - 3353
[2] Patent: CN106699814, 2017, A. Location in patent: Paragraph 0017-0019
[3] Journal of Organometallic Chemistry, 2005, vol. 690, # 10, p. 2472 - 2481
[4] Tetrahedron Letters, 1986, vol. 27, # 13, p. 1477 - 1480
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994, # 11, p. 1477 - 1482
Diethyl (hydroxymethyl)phosphonate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Huangshi Fuertai Pharmaceutical Tech Co., Ltd. | 3293168 13995956430 | fuertaixia@foxmail.com | China | 34 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
View Latest Price from Diethyl (hydroxymethyl)phosphonate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-14 | Diethyl (hydroxymethyl)phosphonate
3084-40-0
|
0.99 | RongNa Biotechnology Co.,Ltd | ||||
 |
2024-08-05 | Diethyl (hydroxymethyl)phosphonate
3084-40-0
|
$1.00 | 1KG | 99% | 20T | Shaanxi Dideu Medichem Co. Ltd | |
 |
2021-07-13 | Diethyl (hydroxymethyl)phosphonate
3084-40-0
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- Diethyl (hydroxymethyl)phosphonate
3084-40-0
- 0.99
- RongNa Biotechnology Co.,Ltd
-
- Diethyl (hydroxymethyl)phosphonate
3084-40-0
- $1.00
- 99%
- Shaanxi Dideu Medichem Co. Ltd
-
- Diethyl (hydroxymethyl)phosphonate
3084-40-0
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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