Isopropyl methylphosphonate

Base Information

• Chemical Name: Isopropyl methylphosphonate
• CAS No.: 1832-54-8
• Molecular Formula: C4H11 O3 P
• Molecular Weight: 138.103
• Hs Code.: 2931900090
• NSC Number: 289442,289393,289180,289175,289137
• UNII: 30DEK38OFS
• DSSTox Substance ID: DTXSID3024158
• Nikkaji Number: J453.014D
• Wikidata: Q27255944
• Mol file: 1832-54-8.mol

Synonyms:IMPA;isopropyl methylphosphonic acid

Chemical Property of Isopropyl methylphosphonate

Chemical Property:

• Vapor Pressure: 0.246mmHg at 25°C
• Refractive Index: nD25 1.4210
• Boiling Point: 189.9°Cat760mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 68.7°C
• PSA: 73.00000
• Density: 1.123g/cm³
• LogP: 1.69650
• Storage Temp.: ?20°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 138.04458121
• Heavy Atom Count: 8
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

IsopropylHydrogenMethylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(C)O
• Uses: Marker for the detection of sarin.

Technology Process of Isopropyl methylphosphonate

There total 23 articles about Isopropyl methylphosphonate 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: 85.0%

methylphosphonic acid (993-13-5) + isopropyl alcohol (67-63-0,8013-70-5) → methylphosphonic acid isopropyl ester (1832-54-8)

Guidance literature:

With Celite; dicyclohexyl-carbodiimide; at 20 ℃; for 0.583333h;

DOI:10.1016/j.tetlet.2008.01.016

Reference yield: 12.1%

Methanphosphonsaeure-anhydrid (1932-59-8) + isopropyl alcohol (67-63-0,8013-70-5) → methylphosphonic acid isopropyl ester (1832-54-8)

Guidance literature:

In N,N-dimethyl-formamide; for 0.5h; Heating;

DOI:10.1080/10426509908037007

Reference yield:

O-isopropyl p-nitrophenyl methylphosphonate (3735-97-5,152322-41-3) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + methylphosphonic acid isopropyl ester (1832-54-8)

Guidance literature:

With lithium hydroxide; In acetonitrile; Yield given; Ambient temperature;

DOI:10.1055/s-1993-25982

upstream raw materials:

methylphosphonic acid dichloroanhydride

isopropyl alcohol

methylphosphonic chloride isopropyl ester

diisopropyl methanephosphonate

Downstream raw materials:

O-isopropyl p-nitrophenyl methylphosphonate

diisopropyl methanephosphonate

Refernces

• 1、 Cabal, Jiri,Kassa, Jiri,Patocka, Jiri. "Inhibition of plasma cholinesterase by O-alkylfluorophosphonates". . p. 521 - 526. Retrieved 1997.
• 2、 Green,Saville. "-". . p. 3887,3889. Retrieved 1956.
• 3、 Korobeinichev, Oleg P.,Chernov, Anatoly A.,Sokolov, Vladimir V.,Krasnoperov, Lev N.. "Kinetics of destruction of diisopropyl methylphosphonate in corona discharge". . p. 331 - 337. Retrieved 2002.
• 4、 Redy Keisar, Orit,Pevzner, Alexander,Baheti, Abhishek,Vigalok, Arkadi,Ashkenazi, Nissan. "Selective detection of chemical warfare agents VX and Sarin by the short wavelength inner filter technique (SWIFT)". . p. 15040 - 15043. Retrieved 2020/12/22.
• 5、 -. "BLOCK COPOLYMER COMPLEX COACERVATE CORE MICELLES FOR ENZYMATIC CATALYSIS IN ORGANIC SOLVENT". Sheet 1/27. . Retrieved 2016/04/09.