cis-Propenylphosphonic acid

Base Information

• Chemical Name: cis-Propenylphosphonic acid
• CAS No.: 25383-06-6
• Molecular Formula: C3H7 O3 P
• Molecular Weight: 122.061
• Hs Code.: 2931901990
• European Community (EC) Number: 246-928-1
• UNII: P6Z7P82J2L
• DSSTox Substance ID: DTXSID801293064
• Nikkaji Number: J21.047A
• Wikidata: Q76386348
• Mol file: 25383-06-6.mol

Synonyms:cis-propenylphosphonate;PPOH;propenylphosphonic acid;propenylphosphonic acid, (E)-isomer;trans-propenylphosphonate

Chemical Property of cis-Propenylphosphonic acid

Chemical Property:

• Vapor Pressure: 0.00152mmHg at 25°C
• Boiling Point: 274.1 °C at 760 mmHg
• PKA: 1.59±0.10(Predicted)
• Flash Point: 119.6 °C
• PSA: 67.34000
• Density: 1.343 g/cm³
• LogP: 0.69770
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO, Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 122.01328108
• Heavy Atom Count: 7
• Complexity: 111

Purity/Quality:

98% ^*data from raw suppliers

(Z)-Prop-1-en-1-ylphosphonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CP(=O)(O)O
• Isomeric SMILES: C/C=C\P(=O)(O)O
• Uses: [(Z)-Prop-1-enyl]phosphonic Acid could be useful as a pumping agent in concrete or cement.

Technology Process of cis-Propenylphosphonic acid

There total 3 articles about cis-Propenylphosphonic 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:

Di-tert-butyl cis-1-propenylphosphonate (25383-05-5) → cis-1-propenylphosphonic acid (25383-06-6)

Guidance literature:

With cis-1-propenylphosphonic acid; In benzene; Heating;

DOI:10.1021/jo00835a070

Reference yield:

→ cis-1-propenylphosphonic acid (25383-06-6)

Guidance literature:

Reference yield:

diethyl (Z)-1-propenylphosphonate (18689-36-6) → (Z)-1-Propenylphosphonsaeure-di(cyclohexylammonium)-Salz (25383-06-6,143247-72-7)

Guidance literature:

With trimethylsilyl bromide; water; allyl-trimethyl-silane; Yield given. Multistep reaction; 1) CCl₄, 2.5h, 50 deg C 2) EtOH;

upstream raw materials:

Di-tert-butyl cis-1-propenylphosphonate

diethyl (Z)-1-propenylphosphonate

Downstream raw materials:

C₃H₇O₃P*C₈H₁₁N

Refernces

• 1、 Hammerschmidt, Friedrich,Bovermann, Guenther,Bayer, Karl. "Biosynthesis of Natural Products with a P-C Bond, V. - The Oxirane Oxygen Atom of Fosfomycin Is not Derived from Atmospheric Oxygen". . p. 1055 - 1061. Retrieved 2007/10/02.