Benzylphosphonic acid diphenyl ester

Base Information

• Chemical Name: Benzylphosphonic acid diphenyl ester
• CAS No.: 10419-87-1
• Molecular Formula: C19H17 O3 P
• Molecular Weight: 324.316
• NSC Number: 203161
• DSSTox Substance ID: DTXSID90308340
• Nikkaji Number: J2.268.022F
• Wikidata: Q82056167
• Mol file: 10419-87-1.mol

Synonyms:NSC203161;10419-87-1;Benzylphosphonic acid diphenyl ester;SCHEMBL563232;DTXSID90308340;NSC-203161

Chemical Property of Benzylphosphonic acid diphenyl ester

Chemical Property:

• Vapor Pressure: 5.19E-08mmHg at 25°C
• Boiling Point: 454.3°C at 760 mmHg
• Flash Point: 241.8°C
• Density: 1.216g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 324.09153140
• Heavy Atom Count: 23
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3

Technology Process of Benzylphosphonic acid diphenyl ester

There total 14 articles about Benzylphosphonic acid diphenyl 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: 92.0%

triphenyl phosphite (101-02-0) + benzyl bromide (100-39-0) → diphenyl benzylphosphonate (10419-87-1)

Guidance literature:

With triethyl phosphite; at 175 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.11.028

Reference yield: 82.0%

diphenyl hydrogen phosphite (4712-55-4) + benzyl bromide (100-39-0) → diphenyl benzylphosphonate (10419-87-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.07.019

Reference yield: 81.0%

triphenyl phosphite (101-02-0) + benzyl alcohol (100-51-6,185532-71-2) → diphenyl benzylphosphonate (10419-87-1)

Guidance literature:

With zinc(II) iodide; In N,N-dimethyl-formamide; at 120 ℃; for 12h;

DOI:10.1016/j.tetlet.2012.09.114

upstream raw materials:

tetrachloromethane

phosphorous acid benzyl ester-diphenyl ester

triphenyl phosphite

benzyl chloride

Downstream raw materials:

benzylphosphonofluoridic acid

2-Methylnaphthalene

3-styryl-furan

Refernces

• 1、 Petrosyan, V. A.,Niyazymbetov, M. E.. "CATHODIC ALKYLATION OF DIALKYL AND DIARYL PHOSPHITES". . . Retrieved 1988.
• 2、 Wang, Shun,Cheng, Bei-Yi,Sr?en, Matea,K?nig, Burkhard. "Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay". supporting information. p. 7524 - 7531. Retrieved 2020/08/05.
• 3、 Gavara, Laurent,Petit, Christelle,Montchamp, Jean-Luc. "DBU-promoted alkylation of alkyl phosphinates and H-phosphonates". supporting information. p. 5000 - 5003. Retrieved 2012/11/07.