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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
Last updated:2026-05-28 02:04:04
Product description Number Pack Size Price
Diethyl (hydroxymethyl)phosphonate technical grade 392626 25ml $242
Diethyl (Hydroxymethyl)phosphonate >97.0%(GC) D3813 25g $51
Diethyl (Hydroxymethyl)phosphonate >97.0%(GC) D3813 100g $149
Diethyl (hydroxymethyl)phosphonate Asreported 273258 5g $333
Diethyl (hydroxymethyl)phosphonate Asreported 273258 10g $460
More product size

Diethyl (hydroxymethyl)phosphonate Properties

Boiling point 124-126 °C/3 mmHg (lit.)
Density 1.14 g/mL at 25 °C (lit.)
refractive index n20/D 1.444(lit.)
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)  Exclamation Mark (GHS07)
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
1
2 0

Diethyl (hydroxymethyl)phosphonate price More Price(76)

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
Product number Packaging Price Buy
392626 25ml $242 Buy
D3813 25g $51 Buy
D3813 100g $149 Buy
273258 5g $333 Buy
273258 10g $460 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

Formaldehyde

50-00-0

Diethyl phosphite

762-04-9

Diethyl (hydroxymethyl)phosphonate

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

50-00-0
762-04-9
3084-40-0
Synthesis of Diethyl (hydroxymethyl)phosphonate from Formaldehyde and Diethyl phosphite
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View Lastest Price from Diethyl (hydroxymethyl)phosphonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl (hydroxymethyl)phosphonate pictures 2026-07-07 Diethyl (hydroxymethyl)phosphonate
3084-40-0
0.99 RongNa Biotechnology Co.,Ltd
Diethyl (hydroxymethyl)phosphonate pictures 2024-08-05 Diethyl (hydroxymethyl)phosphonate
3084-40-0
$1.00 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
Diethyl (hydroxymethyl)phosphonate pictures 2021-07-13 Diethyl (hydroxymethyl)phosphonate
3084-40-0
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
AURORA KA-1421 DIETHYL HYDROXYMETHYLPHOSPHONATE (Hydroxymethyl)phosphonic acid, diethyl ester (hydroxymethyl)-phosphonicacidiethylester Phosphonic acid, (hydroxymethyl)-, diethyl ester 4-Hydroxymethyldiethylphosphonate DIETHYL (HYDROXYMETHYL)PHOSPHONATE, TECH . Diethyl Phosphonometanol Diethyl(hydroxymethyl)phosphonate, 97 % Diethyl(hydroxymethyl)phosphonate, TECH. (90-95 % 1H+31P-NMR) DIETHYL(HYDRNXYMETHYL)PHOSPHONATE Phosphonic acid, P-(hydroxyMethyl)-, diethyl ester DIETHYL HYDROXYMETHYL Diethyl (hydroxymethyl)phosphonate 97% Diethyl (HydroxyMethyl)phosphonate, 97.0%(GC) Diethyl phosphonomethanol Diethyl (hydroxymethyl)phosphonate technical grade Diethyle(hydroxymethyl)phosphonate Diethyl (hydroxymethyl)phosphonate, technical, 85% Diethyl (hydroxymethyl)phosphote phosphorous acid diethyl hydroxymethyl ester Tenofovir Impurity 83 Diethyl(Hydroxymethyl)phosphonate> intermediateobject midbody Diethyl P-(Hydroxymethyl)phosphonic Acid Ester Diethyl hydroxymethyl phosphate TIANFU-CHEM - Diethyl (hydroxymethyl)phosphonate diethoxyphosphorylmethanol Diethyl P-(hydroxymethyl)phosphonate (R)-9-(2-phenoxypropyl)-9H-purin-6-amine Tenofovir disoproxil Impurity 90 3084-40-0 3084-40-4 C5H13O4P HOCH2POOC2H52 C-C Bond Formation Horner-Wadsworth-Emmons Reagents Olefination Synthetic Reagents C-C Bond Formation Horner-Wadsworth-Emmons Reagents Olefination