Pinacolyl methylphosphonic acid

Base Information

• Chemical Name: Pinacolyl methylphosphonic acid
• CAS No.: 616-52-4
• Molecular Formula: C7H17 O3 P
• Molecular Weight: 180.184
• European Community (EC) Number: 690-129-4
• DSSTox Substance ID: DTXSID20977189
• Nikkaji Number: J453.015B
• Mol file: 616-52-4.mol

Synonyms:pinacolyl methylphosphonic acid;PMPA (soman metabolite)

Chemical Property of Pinacolyl methylphosphonic acid

Chemical Property:

• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 96-106 °C8 mm Hg(lit.)
• PKA: 2.21±0.10(Predicted)
• Flash Point: 165 °F
• PSA: 56.34000
• Density: 1.032 g/mL at 25 °C(lit.)
• LogP: 2.25280
• Storage Temp.: ?20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.09153140
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

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

Pinacolyl methylphosphonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T,F,Xn
• Statements: 11-23/24/25-39/23/24/25-36/37/38
• Safety Statements: 26-36-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C(C)(C)C)OP(=O)(C)O

Technology Process of Pinacolyl methylphosphonic acid

There total 3 articles about Pinacolyl methylphosphonic acid 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:

O-pinacolyl p-nitrophenyl methylphosphonate → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + pinacolyl methylphosphonic acid (616-52-4)

Guidance literature:

With phosphotriesterase like lactonases from Deinococcus radiodurans; water; cobalt(II) chloride; In methanol; at 30 ℃; pH=9; Reagent/catalyst; Kinetics;

DOI:10.1021/ja405911h

Reference yield:

soman (96-64-0) → methylphosphonic acid (993-13-5) + Diethyl methylphosphonate (683-08-9) + pinacolyl methylphosphonic acid (616-52-4) + bis-(O-pinacolyl) methylphosphonate (7040-58-6)

Guidance literature:

With 1.5% Au/TiO2; In dichloromethane; for 2h; Photolysis;

DOI:10.1039/c0jm00345j

Reference yield:

soman (96-64-0) → methylphosphonic acid (993-13-5) + pinacolyl methylphosphonic acid (616-52-4)

Guidance literature:

With (2S,2'S,2''S)-N,N',N''-(2,2',2''-nitrilotris(ethane-2,1-diyl))tris(2-acetamido-3-(1H-imidazol-4-yl)propanamide); water; at 20 ℃; pH=6.9; Inert atmosphere;

DOI:10.1039/c4cc00333k

upstream raw materials:

soman

Refernces

• 1、 Meier, Monika M.,Rajendran, Chitra,Malisi, Christoph,Fox, Nicholas G.,Xu, Chengfu,Schlee, Sandra,Barondeau, David P.,Hoecker, Birte,Sterner, Reinhard,Raushel, Frank M.. "Molecular engineering of organophosphate hydrolysis activity from a weak promiscuous lactonase template". supporting information. p. 11670 - 11677. Retrieved 2013/09/02.