Phosphonic acid, benzyl-, diallyl ester

Base Information

• Chemical Name: Phosphonic acid, benzyl-, diallyl ester
• CAS No.: 74038-34-9
• Molecular Formula: C13H17O3P
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID80224883
• Nikkaji Number: J85.625H
• Wikidata: Q83103662
• Mol file: 74038-34-9.mol

Synonyms:Diallyl benzylphosphonate;Phosphonic acid, benzyl-, diallyl ester;Benzylphosphonic acid diallyl ester;74038-34-9;BRN 3287591;SCHEMBL9650634;DTXSID80224883;C13-H17-O3-P;LS-106454;Phosphonic acid, (phenylmethyl)-, di-2-propenyl ester

Chemical Property of Phosphonic acid, benzyl-, diallyl ester

Chemical Property:

• Vapor Pressure: 9.71E-05mmHg at 25°C
• Boiling Point: 349.1°C at 760 mmHg
• Flash Point: 178.6°C
• PSA: 45.34000
• Density: 1.088g/cm³
• LogP: 3.78490
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 252.09153140
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOP(=O)(CC1=CC=CC=C1)OCC=C

Technology Process of Phosphonic acid, benzyl-, diallyl ester

There total 4 articles about Phosphonic acid, benzyl-, diallyl ester 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: 100.0%

triallyl phosphite (102-84-1) + benzyl bromide (100-39-0) → diallyl benzylphosphonate (74038-34-9)

Guidance literature:

In toluene; at 95 ℃; for 4h;

DOI:10.1016/S0968-0896(01)00371-6

Reference yield:

benzylphosphonic dichloride (1499-19-0) + allyl alcohol (107-18-6) → diallyl benzylphosphonate (74038-34-9)

Guidance literature:

With pyridine;

DOI:10.1021/ja01637a047

Reference yield:

O,O-diethyl benzylphosphonate (1080-32-6) → diallyl benzylphosphonate (74038-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 3 h / 0 °C

2: (COCl)2; DMF / CH₂Cl₂ / 1 h / 20 °C

3: 1.37 g / pyridine; DMAP / CH₂Cl₂ / -20 - 20 °C

With pyridine; dmap; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/S0957-4166(02)00786-3

upstream raw materials:

triallyl phosphite

benzyl bromide

benzylphosphonic dichloride

allyl alcohol

Downstream raw materials:

(-)-(S)-1-phenyl-1-hydroxymethylphosphonic acid

(+)-(R)-1-phenyl-1-hydroxymethylphosphonic acid

dimethyl (S)-phenyl(hydroxy)methylphosphonate

diallyl (R)-α-hydroxybenzylphosphonate

Refernces

• 1、 Bhattacharya, Asish K,Stolz, Florian,Kurzeck, Juergen,Rueger, Wolfgang,Schmidt, Richard R. "SAR directed design and synthesis of novel β(1-4)-glucosyltransferase inhibitors and their in vitro inhibition studies". . p. 1129 - 1136. Retrieved 2007/10/03.