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A14772 Diethyl methylphosphonate, 97%

CAS Number
683-08-9
Synonyms
Diethyl methanephosphonate
Methylphosphonic acid diethyl ester

Stock No. Size Price ($) Quantity Availability
A14772-09 10g 93.80
A14772-14 25g 195.00
A14772-18 50g 377.00
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Diethyl methylphosphonate, 97%

MDL
MFCD00009813
EINECS
211-667-4

Chemical Properties

Formula
C5H13O3P
Formula Weight
152.13
Boiling Point
194°
Flash Point
75°(167°F)
Density
1.040
Refractive Index
1.4140
Storage & Sensitivity
Ambient temperatures.
Solubility
Miscible with water.

Applications

Diethyl 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.

Notes

Incompatible with strong oxidizing agents and strong bases.

Literature References

For synthetic applications of the lithio-derivatives of esters of methanephosphonic acid, see Dimethyl­ methyl­phosphonate, A14268.

Dialkylation has been used in the synthesis of cyclobutanephosphonates which are intermediates in the synthesis of 3-phosphonocyclobutyl amino acids: J. Chem. Soc., Perkin 1, 493 (1997).

Reaction of the lithio-derivative with dialkyl cyanamides gives, instead of the expected 2-phosphorylacetamide, a rearranged N-phosphorylated amidine: Chem. Commun., 609 (1998):

Mattea, F.; Peters, C. J.; Kroon, M. C. Experimental Determination of the Solubilities of CO2 and CH4 in Diethyl Methylphosphonate. J. Chem. Eng. Data 2011, 56 (6), 2960-2963.

JeongaJang, Y.; Murale, D. P.; Churchill, D. G. Novel reversible and selective nerve agent simulant detection in conjunction with superoxide “turn-on” probing. Analyst 2014, 139 (7), 1614-1617.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H315-H319-H335

Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P235-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1753416
Harmonized Tariff Code
2931.39
TSCA
No
RTECS
SZ9085000

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