Benzyl(ethoxy)oxophosphanium

Base Information

• Chemical Name: Benzyl(ethoxy)oxophosphanium
• CAS No.: 114425-49-9
• Molecular Formula: C9H13 O2 P
• Molecular Weight: 184.175
• DSSTox Substance ID: DTXSID20433730
• Mol file: 114425-49-9.mol

Synonyms:114425-49-9;Benzyl(ethoxy)oxophosphanium;benzyl-ethoxy-oxophosphanium;Phosphinic acid, P-(phenylmethyl)-, ethyl ester;PHENYLMETHYLPHOSPHINIC ACID ETHYL ESTER;SCHEMBL563886;DTXSID20433730;XKPLUCXVCCINCP-UHFFFAOYSA-N

Chemical Property of Benzyl(ethoxy)oxophosphanium

Chemical Property:

• PSA: 60.44000
• LogP: 2.96550
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 183.05749162
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

PHENYLMETHYLPHOSPHINIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[P+](=O)CC1=CC=CC=C1

Technology Process of Benzyl(ethoxy)oxophosphanium

There total 2 articles about Benzyl(ethoxy)oxophosphanium 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%

ethyl phosphinate (14684-32-3) + benzyl bromide (100-39-0) → benzylphosphinic acid ethyl ester (114425-49-9)

Guidance literature:

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

DOI:10.1016/j.tetlet.2012.07.019

Reference yield:

benzylphosphinic acid (20394-86-9) + chloroformic acid ethyl ester (541-41-3) → benzylphosphinic acid ethyl ester (114425-49-9)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm00017a016

Reference yield: 82.0%

benzylphosphinic acid ethyl ester (114425-49-9) + benzyl N-benzyl-N-ethynylcarbamate → ethyl benzyl{(1E)-2-[benzyl(benzyloxycarbonyl)amino]ethenyl}phosphinate

Guidance literature:

With copper diacetate; In dimethyl sulfoxide; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2017.02.010

upstream raw materials:

benzylphosphinic acid

chloroformic acid ethyl ester

ethyl phosphinate

benzyl bromide

Downstream raw materials:

1-ethoxy-2,2,4-trimethyl-5-phenyl-2,3-dihydro-1H-phosphole 1-oxide

Benzyl-(phenyl-{N'-[1-phenyl-meth-(E)-ylidene]-hydrazino}-methyl)-phosphinic acid ethyl ester

C₁₂H₂₁O₂PSi

ethyl benzyl(2-cyanoethyl)phosphinate

Refernces

• 1、 Abrunhosa-Thomas, Isabelle,Ribiere, Patrice,Adcock, Alicia C.,Montchamp, Jean-Luc. "Direct monoalkylation of alkyl phosphinates to access H-phosphinic acid esters". . p. 325 - 331. Retrieved 2007/10/03.
• 2、 Froestl,Mickel,Von Sprecher,Diel,Hall,Maier,Strub,Melillo,Baumann,Bernasconi,Gentsch,Hauser,Jaekel,Karlsson,Klebs,Maitre,Marescaux,Pozza,Schmutz,et al.. "Phosphinic acid analogues of GABA. 2. Selective, orally active GABA(B) antagonists". . p. 3313 - 3331. Retrieved 2007/10/02.