CAS 683-08-9 Diethyl methylphosphonate (HCID 12685)

Names & identifiers

Preferred name: Diethyl methylphosphonate
IUPAC: 1-[ethoxy(methyl)phosphoryl]oxyethane
English name: Diethyl methylphosphonate
Molecular formula: C5H13O3P
Molecular weight: 152.13

Names & synonyms

DIETHYL METHYLPHOSPHONATE683-08-9Diethyl methanephosphonateDEMPJRX9AX7374DTXSID80218449RefChem:587242DTXCID50140940211-667-41-[ethoxy(methyl)phosphoryl]oxyethanePhosphonic acid, methyl-, diethyl esterMFCD00009813

Show more names

AURORA KA-1413diethylmethanephosphateDIETHYL METHANEPHOSPONATEDiethylmethylphosphonate,97%o,o-Diethyl methylphosphonateMethylphosphonic acid diethyl

C5H13O3PDiethylmethylphosphonateEINECS 211-667-4BRN 1753416Methylphosphonic Acid Diethyl EsterAdefovir Impurity 36diethyl methyphosphonateDiethoxymethylphosphine oxide

Database identifiers

CAS: 683-08-9
PubChem CID: 12685
DTXSID: DTXSID80218449
ChEMBL: CHEMBL5192380
UNII: JRX9AX7374
EC Number: 211-667-4
Nikkaji: J43.477I

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 9
Formal charge: 0
Complexity: 103

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Density1.04 @ 30°C

Boiling Point194 °C @760 [mm Hg]

Physicochemical properties

Boiling point: 194 °C · 194 °C(lit.)
Density: 1.041 g/mL · 1.041 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.414(lit.)
Flash point: 168 °F · 168 °F
storage temp.: Hygroscopic, Refrigerator, under inert atmosphere
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Liquid
color: Clear colorless to pale yellow
Water Solubility: Miscible with water.
BRN: 1753416 · 1753416
Stability: Hygroscopic
InChI: InChI=1S/C5H13O3P/c1-4-7-9(3,6)8-5-2/h4-5H2,1-3H3
InChIKey: NYYLZXREFNYPKB-UHFFFAOYSA-N
SMILES: P(C)(=O)(OCC)OCC
CAS DataBase Reference: 683 · 683-08-9(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 9 AX7374 · JRX9AX7374
NIST Chemistry Reference: Diethyl methanephosphonate(683-08-9)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
RTECS: 9085000 · SZ9085000
HS Code: 29310095 · 29310095

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationPhosphonic acid, methyl-, diethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

7.3 [mg/m3]

81 [mg/m3]

480 [mg/m3]

Safety data

wgk: 3
rtecs: SZ9085000
hs_code: 29310095
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesDiethyl methylphosphonate is used as a precursor for the synthesis of gem-difluroalkenyphosphonate via reaction with alpha-trifluromethylstyrene. It is also used in the synthesis of phosphonylated peptides, fluoroalkyl alpha- and beta-aminophosphonates, pyridone alkaloids with neuritogenic activity and lipophilic meropenem-derived prodrugs. It is readily mineralized by photoexcited titanium dioxide (TiO2).