DIISOPROPYL FLUOROPHOSPHATE

Base Information

• Chemical Name: DIISOPROPYL FLUOROPHOSPHATE
• CAS No.: 55-91-4
• Deprecated CAS: 37209-35-1
• Molecular Formula: C6H14 F O3 P
• Molecular Weight: 184.148
• Hs Code.: 29209085
• European Community (EC) Number: 200-247-6
• UN Number: 2810,3018
• UNII: 12UHW9R67N
• DSSTox Substance ID: DTXSID1040667
• Nikkaji Number: J4.564K
• Wikipedia: Diisopropyl_fluorophosphate
• Wikidata: Q384993
• NCI Thesaurus Code: C65979
• Pharos Ligand ID: DAV4SGX7MXB6
• Metabolomics Workbench ID: 42992
• ChEMBL ID: CHEMBL1025
• Mol file: 55-91-4.mol

Synonyms:Phosphorofluoridicacid, diisopropyl ester (8CI); DFF; DFP; DFP (pesticide); Difluorophate;Diflupyl; Diisopropoxyphosphoryl fluoride; Diisopropyl fluorophosphate;Diisopropyl phosphofluoridate; Diisopropyl phosphorofluoridate; Dyflos;Floropryl; Fluorodiisopropyl phosphate; Fluostigmine; Isoflurophate; Isopropylfluophosphate ((C3H7O)2FPO); Isopropyl phosphorofluoridate ((C3H7O)2FPO);Neoglaucit; O,O-Diisopropyl phosphorofluoridate

Chemical Property of DIISOPROPYL FLUOROPHOSPHATE

Chemical Property:

• Appearance/Colour: Colourless Liquid
• Vapor Pressure: 0.58 mm Hg ( 20 °C)
• Melting Point: −82 °C(lit.)
• Refractive Index: n20/D 1.385(lit.)
• Boiling Point: 62 °C9 mm Hg(lit.)
• Flash Point: 64.5°C
• PSA: 45.34000
• Density: 1.079g/cm³
• LogP: 2.91400
• Storage Temp.: 2-8°C
• Solubility.: Benzene (Slightly)
• Water Solubility.: 15.17g/L(25 oC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 184.06645946
• Heavy Atom Count: 11
• Complexity: 144
• Transport DOT Label: Poison

Purity/Quality:

DiisopropylFluorophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Cholinesterase inhibitor.
• Hazard Codes: T+,Xi
• Statements: 26/27/28-36/37/38
• Safety Statements: 36/37/39-45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CC(C)OP(=O)(OC(C)C)F
• Uses: Diisopropyl Fluorophosphate is a potent inhibitor of serine proteases such as trypsin and chymotrypsin, and of acetylcholinesterase. Diisopropyl fluorophosphate is a very potent neurotoxin. A potent inhibitor of serine proteases such as trypsin and chymotrypsin, and of acetylcholinesterase DFP served as a basis for developing nerve gases during World War II. It is not used as a nerve gas; it is employed as a pharmacology tool to investigate the toxic properties of nerve gases. It is applied as a miotic and in ophthalmic use.
• Therapeutic Function: Cholinergic (ophthalmic)

Technology Process of DIISOPROPYL FLUOROPHOSPHATE

There total 15 articles about DIISOPROPYL FLUOROPHOSPHATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

diisopropyl trimethylsily phosphite (24350-54-7) → diisopropyl phosphofluoridate (55-91-4)

Guidance literature:

With fluorosulfonylchloride; In dichloromethane; a) -50 deg C, 1 h, b) 20 deg C, 1 h;

Reference yield: 94.0%

diisopropyl hydrogenphosphonate (1809-20-7) → diisopropyl phosphofluoridate (55-91-4)

Guidance literature:

With 1,3-dichlorodimethylhydantoin-KF; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1016/j.jfluchem.2007.11.008

Reference yield: 85.0%

Diisopropyl chlorophosphate (2574-25-6) → diisopropyl phosphofluoridate (55-91-4)

Guidance literature:

With tetrabutylammonium tetra(tert-butyl alcohol) coordinate fluoride; In acetonitrile; at 70 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.03.151

upstream raw materials:

diisopropyl hydrogenphosphonate

Diisopropyl chlorophosphate

isopropyl phosphorodichloridate

isopropyl alcohol

Downstream raw materials:

O-diisopropoxyphosphoryl-L-tyrosine

propene

diisopropylphosphate

methylphosphonic acid

Refernces

• 1、 Olah,Oswald. "-". . p. 1568. Retrieved 1959.
• 2、 Heiss, Derik R.,Zehnder, Donald W.,Jett, David A.,Platoff, Gennady E.,Yeung, David T.,Brewer, Bobby N.. "Synthesis and Storage Stability of Diisopropylfluorophosphate". . . Retrieved 2016/07/06.
• 3、 Gupta,Acharya,Dubey,Kaushik. "Dichlorodimethylhydantoin-KF as an efficient reagent for one pot synthesis of dialkylfluorophosphates from dialkylphosphites". . p. 226 - 229. Retrieved 2008/09/16.