Diisopropyl methylphosphonate

Not to be confused with DIMP (antiandrogen).

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]

Diisopropyl methylphosphonate

Diisopropyl methlyphosphonate chemical structure
Names
Preferred IUPAC name Di(propan-2-yl) methylphosphonate
Other names 2-(Methyl-propan-2-yloxyphosphoryl)oxypropane
Identifiers
CAS Number	1445-75-6 Y
3D model (JSmol)	Interactive image
Abbreviations	DIMP
ChEBI	CHEBI:77325
ChemSpider	2964
ECHA InfoCard	100.014.451
PubChem CID	3073
UNII	56V3OG5DC7 Y
CompTox Dashboard (EPA)	DTXSID5024051
InChI 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
SMILES CP(OC(C)C)(OC(C)C)=O
Properties
Chemical formula	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). Infobox references

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.