Diethyl hydrogen phosphate

Base Information

• Chemical Name: Diethyl hydrogen phosphate
• CAS No.: 598-02-7
• Molecular Formula: C4H11 O4 P
• Molecular Weight: 154.103
• Hs Code.: 29199000
• European Community (EC) Number: 209-912-5
• NSC Number: 289395,289195,8840,97178
• UNII: W0QQU4CAB7
• DSSTox Substance ID: DTXSID1044699
• Nikkaji Number: J1.649G
• Wikidata: Q26841026
• Metabolomics Workbench ID: 41914
• ChEMBL ID: CHEMBL1232324
• Mol file: 598-02-7.mol

Synonyms:diethyl phosphate;diethyl phosphate, chromium (+3) salt;diethyl phosphate, sodium salt

Chemical Property of Diethyl hydrogen phosphate

Chemical Property:

• Vapor Pressure: 0.137mmHg at 25°C
• Melting Point: 6 °C
• Refractive Index: 1.4170
• Boiling Point: 203 °C
• PKA: 1.42±0.50(Predicted)
• Flash Point: 74.9°C
• PSA: 65.57000
• Density: 1.195g/cm³
• LogP: 1.15980
• Storage Temp.: ?20°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 154.03949583
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

PhosphoricAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T,F
• Statements: 36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 37/39-26-36-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCOP(=O)(O)OCC

Technology Process of Diethyl hydrogen phosphate

There total 216 articles about Diethyl hydrogen phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

diethyl (2-(4-methoxyphenyl)-2-oxoethyl) phosphate (113680-16-3) → Diethyl phosphate (598-02-7) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With 1,4-dioxane; triethylamine; at -20 ℃; for 8h; Mechanism; Product distribution; Irradiation;

DOI:10.1039/c39870000532

Reference yield: 80.0%

[2-(4,5-Dimethyl-2-piperidin-1-yl-[1,3]dithiol-2-yl)-benzo[1,3]dithiol-2-yl]-phosphonic acid diethyl ester (206666-54-8) → 1-piperidin-1-yl-ethanone (618-42-8) + dimethyl benzotetrathiafulvalene (65220-59-9) + Diethyl phosphate (598-02-7) + piperdinium acetate (4540-33-4)

Guidance literature:

With acetic acid; Ambient temperature; AcOH : Educt ratio = 10;

DOI:10.1016/S0040-4039(98)00061-6

Reference yield: 14.3%

O,O-diethyl-S-(2-butenyl) thiophosphate (10428-94-1) → ethyl phosphate (1623-14-9) + Diethyl phosphate (598-02-7) + 2-butenyl mercaptan (5954-72-3) + ethyl 2-butenyl sulfide (35976-82-0)

Guidance literature:

With potassium hydroxide; at 110 ℃; Product distribution; Mechanism;

upstream raw materials:

4-methyl-morpholine

triethyl phosphate

sodium ethanolate

O,O,S-triethyl phosphorothioate

Downstream raw materials:

Tetraethyl pyrophosphate

triphosphoric acid pentaethyl ester

N,N'-bis-(α-diethoxyphosphoryl-benzyl)-benzylidenediamine

2-chloroethyl diethyl phosphate

Refernces

• 1、 Lewis, Edward S.,Spears, L. Gene. "Ionization of the PH Bond in Diethyl Phosphonate". . p. 3918 - 3921. Retrieved 1985.
• 2、 Raetz,Engelbrecht. "". . p. 326,330. Retrieved 1953.
• 3、 Zhu, Rong,Azzarelli, Joseph M.,Swager, Timothy M.. "Wireless Hazard Badges to Detect Nerve-Agent Simulants". . p. 9662 - 9666. Retrieved 2016.
• 4、 Casida. "". . p. 597. Retrieved 1955.
• 5、 Nudelman, Abraham,Gnizi, Elisheva,Katz, Yifat,Azulai, Revital,Cohen-Ohana, Mirit,Zhuk, Regina,Sampson, Sanford R,Langzam, Leah,Fibach, Eitan,Prus, Eugenia,Pugach, Victoria,Rephaeli, Ada. "Prodrugs of butyric acid. Novel derivatives possessing increased aqueous solubility and potential for treating cancer and blood diseases". . p. 63 - 74. Retrieved 2001.
• 6、 Seo, Donghwan,Kim, Jinsang. "Effect of the molecular size of analytes on polydicetylene chromism". . p. 1397 - 1403. Retrieved 2010.
• 7、 Zhang, Kai,Cao, Xingyun,Zhang, Zhiyan,Cheng, Yong,Zhou, Ying-Hua. "MIL-101(Cr) with incorporated polypyridine zinc complexes for efficient degradation of a nerve agent simulant: spatial isolation of active sites promoting catalysis". supporting information. p. 1995 - 2000. Retrieved 2021/02/26.
• 8、 -. "METHOD FOR PRODUCING PHOSPHOESTER COMPOUND". Paragraph 0023-0025. . Retrieved 2021/09/27.