Diisopropyl methylphosphonate

Diisopropyl methylphosphonate
Names
	Preferred IUPAC name Di(propan-2-yl) methylphosphonate
	Other names 2-(Methyl-propan-2-yloxyphosphoryl)oxypropane
Identifiers
CAS Number	1445-75-6 ;
3D model (JSmol)	Interactive image;
Abbreviations	DIMP
ChEBI	CHEBI:77325;
ChemSpider	2964;
ECHA InfoCard	100.014.451
PubChem CID	3073;
UNII	56V3OG5DC7 ;
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

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]

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.^[4]

History

DIMP is a chemical by-product resulted from the manufacture of sarin (GB).^[5]

Use

No commercial uses of DIMP are known to exist.^[6]

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

^ "ATSDR - Toxic Substances - Diisopropyl Methylphosphonate (DIMP)". Atsdr.cdc.gov. 2011-03-03. Retrieved 2012-10-18.
^ "tf119" (PDF). Retrieved 2012-10-18.
^ "Center of Chemicals". Chemicals.pl. Retrieved 2012-10-18.
^ "Toxic Substances Portal – Diisopropyl Methylphosphonate (DIMP)". Agency for Toxic Substances and Disease Registry.
^ ATSDR – Toxic Substances – Diisopropyl Methylphosphonate (DIMP)
^ [1] ^{[bare URL PDF]}

[1] "ATSDR - Toxic Substances - Diisopropyl Methylphosphonate (DIMP)". Atsdr.cdc.gov. 2011-03-03. Retrieved 2012-10-18.

[2] "tf119" (PDF). Retrieved 2012-10-18.

[autogenerated1-3] "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)

[autogenerated2-6] [1] ^{[bare URL PDF]}

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