(1-Phenylvinyl)phosphonic acid

Base Information

• Chemical Name: (1-Phenylvinyl)phosphonic acid
• CAS No.: 3220-50-6
• Molecular Formula: C8H9 O3 P
• Molecular Weight: 184.131
• Hs Code.: 2931900090
• European Community (EC) Number: 221-747-0
• DSSTox Substance ID: DTXSID70185974
• Nikkaji Number: J262.327G
• Wikidata: Q83057152
• ChEMBL ID: CHEMBL1721850
• Mol file: 3220-50-6.mol

Synonyms:(1-Phenylvinyl)phosphonic acid;3220-50-6;1-phenylethenylphosphonic acid;(1-phenylethenyl)phosphonic acid;EINECS 221-747-0;(1-Phenylvinyl)phosphonicacid;Oprea1_012793;SCHEMBL95085;MLS000554372;alpha-phenylvinylphosphonic acid;CHEMBL1721850;DTXSID70185974;(1-Phenyl-vinyl)-phosphonic acid;HMS2556B20;STL323116;AKOS016005134;NCGC00246261-01;SMR000146689

Chemical Property of (1-Phenylvinyl)phosphonic acid

Chemical Property:

• Vapor Pressure: 4.26E-07mmHg at 25°C
• Melting Point: 112 °C(Solv: benzene (71-43-2); carbon tetrachloride (56-23-5))
• Boiling Point: 399.4°Cat760mmHg
• PKA: 1.61±0.10(Predicted)
• Flash Point: 195.4°C
• PSA: 67.34000
• Density: 1.335g/cm³
• LogP: 1.83500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.02893114
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

(1-Phenylvinyl)phosphonic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)P(=O)(O)O

Technology Process of (1-Phenylvinyl)phosphonic acid

There total 10 articles about (1-Phenylvinyl)phosphonic 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: 83.0%

acetophenone (98-86-2) → 1-phenylvinylphosphonic acid (3220-50-6)

Guidance literature:

acetophenone; With phosphorus trichloride; In acetic acid; at 0 - 20 ℃;

With hydrogenchloride; for 3.5h; Heating;

DOI:10.1016/S0957-4166(01)00031-3

Reference yield: 81.0%

1-phenylvinylphosphonic acid dimethyl ester (4844-39-7) → 1-phenylvinylphosphonic acid (3220-50-6)

Guidance literature:

With trifluorormethanesulfonic acid; In water; at 140 ℃; for 24h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.joc.0c00550

Reference yield:

(1-chloro-1-phenylethyl)phosphonic acid (50655-83-9) → 1-phenylvinylphosphonic acid (3220-50-6)

Guidance literature:

beim Erhitzen ueber den Schmelzpunkt;

upstream raw materials:

(1-hydroxy-1-phenylethyl)phosphonic acid

(1-chloro-1-phenylethyl)phosphonic acid

acetophenone

acetic acid

Downstream raw materials:

1-phenylvinylphosphonic acid dimethyl ester

cyclohexylcyclohexane

Di-n-propyl-α-styrolphosphonat

1,1'-(1,2-ethanediyl)bisbenzene

Refernces

• 1、 -. "Phosphate management with small molecules". Paragraph 22. . Retrieved 2015/12/17.
• 2、 Wang, Dao-Yong,Hu, Xiang-Ping,Deng, Jun,Yu, Sai-Bo,Duan, Zheng-Chao,Zheng, Zhuo. "Enantioselective synthesis of chiral α-aryl or α-alkyl substituted ethylphosphonates via Rh-catalyzed asymmetric hydrogenation with a P-stereogenic BoPhoz-type ligand". supporting information; experimental part. p. 4408 - 4410. Retrieved 2009/09/08.