diisopropyl methylphosphonate
{{Distinguish|DIMP (antiandrogen)}}
{{Chembox
| ImageFile = Diisopropyl methylphosphonate-2D-by-AHRLS-2012.png
| ImageFile1 = DIMP-3D-balls-by-AHRLS-2012.png
| ImageFile_Ref = {{Chemboximage|correct|??}}
| ImageName = Diisopropyl methlyphosphonate chemical structure
| PIN = Di(propan-2-yl) methylphosphonate
| OtherNames = 2-(Methyl-propan-2-yloxyphosphoryl)oxypropane
|Section1={{Chembox Identifiers
| Abbreviations = DIMP
| CASNo = 1445-75-6
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 56V3OG5DC7
| PubChem = 3073
| ChEBI = 77325
| SMILES = CP(OC(C)C)(OC(C)C)=O
| ChemSpiderID = 2964
| InChI = 1/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3
| InChIKey = WOAFDHWYKSOANX-UHFFFAOYAE
| StdInChI = 1S/C7H17O3P/c1-6(2)9-11(5,8)10-7(3)4/h6-7H,1-5H3
| StdInChIKey = WOAFDHWYKSOANX-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=7 | H=17 | O=3 | P=1
| Appearance =
| Density = 0.976 g/mL
| MeltingPt =
| BoilingPtC = 215
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPtC = 98
| AutoignitionPtC = }}
}}
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.{{cite web|url=https://wwwn.cdc.gov/TSP/substances/ToxSubstance.aspx?toxid=203 |title=ATSDR - Toxic Substances - Diisopropyl Methylphosphonate (DIMP) |publisher=Atsdr.cdc.gov }}
DIMP is a colorless liquid that has been shown to affect the hematological (blood forming) system in animals.{{cite web|url=http://www.atsdr.cdc.gov/toxfaqs/tfacts119.pdf |title=diisopropyl methylphosphonate datasheet |publisher=ATSDR |id=tf119 |date=August 1999 |access-date=2012-10-18}} Its chemical formula is {{chem2|C7H17O3P}}.{{cite web|url=http://www.chemicals.pl/ |title=Center of Chemicals|publisher=Chemicals.pl |date= |access-date=2012-10-18}}
History
Use
Occurrences
DIMP is not known to occur naturally in the environment.{{fact|date=January 2023}}
Productions
=Synthesis=
DIMP can be prepared by a gradual addition of triisopropyl phosphite with methyl iodide, utilizing distillation technique.