Diisopropyl methylphosphonate

Last updated
Diisopropyl methylphosphonate
Diisopropyl methlyphosphonate chemical structure Diisopropyl methylphosphonate-2D-by-AHRLS-2012.png
Diisopropyl methlyphosphonate chemical structure
DIMP-3D-balls-by-AHRLS-2012.png
Names
Preferred IUPAC name
Di(propan-2-yl) methylphosphonate
Other names
2-(Methyl-propan-2-yloxyphosphoryl)oxypropane
Identifiers
3D model (JSmol)
AbbreviationsDIMP
ChEBI
ChemSpider
ECHA InfoCard 100.014.451 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3
    Key: WOAFDHWYKSOANX-UHFFFAOYSA-N
  • InChI=1/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3
    Key: WOAFDHWYKSOANX-UHFFFAOYAE
  • CP(OC(C)C)(OC(C)C)=O
Properties
C7H17O3P
Molar mass 180.184 g·mol−1
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 [77 °F], 100 kPa).

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. [1]

Contents

DIMP is a colorless liquid that has been shown to affect the hematological (blood forming) system in animals. [2] Its chemical formula is C7H17O3P. [3]

It degrades into isopropyl methylphosphonic acid. [1]

History

DIMP is a chemical by-product resulted from the manufacture of sarin (GB). [1]

Use

No commercial uses of DIMP are known to exist. [4]

Occurrences

DIMP is not known to occur naturally in the environment.[ citation needed ]

Productions

Synthesis

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

References

  1. 1 2 3 "ATSDR - Toxic Substances - Diisopropyl Methylphosphonate (DIMP)". Atsdr.cdc.gov.
  2. ↑ "diisopropyl methylphosphonate datasheet" (PDF). ATSDR. August 1999. tf119. Retrieved 2012-10-18.
  3. ↑ "Center of Chemicals". Chemicals.pl. Retrieved 2012-10-18.
  4. ↑ "4.3 USE" (PDF). TOXICOLOGICAL PROFILE FOR DIISOPROPYL METHYLPHOSPHONATE (Report). ATSDR. August 1998. p. 92.
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