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Diisopropyl methylphosphonate

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Not to be confused with DIMP (antiandrogen).
Diisopropyl methylphosphonate
Diisopropyl methlyphosphonate chemical structure
Diisopropyl methlyphosphonate chemical structure
Names
Preferred IUPAC name Di(propan-2-yl) methylphosphonate
Other names 2-(Methyl-propan-2-yloxyphosphoryl)oxypropane
Identifiers
CAS Number
3D model (JSmol)
Abbreviations DIMP
ChEBI
ChemSpider
ECHA InfoCard 100.014.451 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3Key: WOAFDHWYKSOANX-UHFFFAOYSA-N
  • InChI=1/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3Key: WOAFDHWYKSOANX-UHFFFAOYAE
SMILES
  • CP(OC(C)C)(OC(C)C)=O
Properties
Chemical formula C7H17O3P
Molar mass 180.184 g·mol
Density 0.976 g/mL
Boiling point 215 °C (419 °F; 488 K)
Hazards
Flash point 98 °C (208 °F; 371 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Diisopropyl methylphosphonate (DIMP), also known as diisopropyl methane-phosphonate and phosphonic acid and methyl-bis-(1-methylethyl)ester, is a chemical by-product in the production of sarin gas when two equivalents of isopropyl alcohol react with methylphosphonyl difluoride instead of one.

DIMP is a colorless liquid that has been shown to affect the hematological (blood forming) system in animals. Its chemical formula is C7H17O3P.

It degrades into isopropyl methylphosphonic acid.

History

DIMP is a chemical by-product resulted from the manufacture of sarin (GB).

Use

No commercial uses of DIMP are known to exist.

Occurrences

DIMP is not known to occur naturally in the environment.

Productions

Synthesis

DIMP can be prepared by a gradual addition of triisopropyl phosphite with methyl iodide, utilizing distillation technique.

References

  1. "ATSDR - Toxic Substances - Diisopropyl Methylphosphonate (DIMP)". Atsdr.cdc.gov. 2011-03-03. Retrieved 2012-10-18.
  2. "tf119" (PDF). Retrieved 2012-10-18.
  3. "Center of Chemicals". Chemicals.pl. Retrieved 2012-10-18.
  4. "Toxic Substances Portal – Diisopropyl Methylphosphonate (DIMP)". Agency for Toxic Substances and Disease Registry.
  5. ATSDR – Toxic Substances – Diisopropyl Methylphosphonate (DIMP)
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