p-Nitrophenyl ethyl benzylphosphonate

Base Information

• Chemical Name: p-Nitrophenyl ethyl benzylphosphonate
• CAS No.: 3015-70-1
• Molecular Formula: C15H16 N O5 P
• Molecular Weight: 321.265
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID00952555
• Nikkaji Number: J50.273A
• Mol file: 3015-70-1.mol

Synonyms:p-Nitrophenyl ethyl benzylphosphonate;BRN 3427891;3015-70-1;Phosphonic acid, benzyl-, ethyl p-nitrophenyl ester;4-16-00-01094 (Beilstein Handbook Reference);ethyl 4-nitrophenyl benzylphosphonate;C15H16NO5P;SCHEMBL22340143;DTXSID00952555;C15-H16-N-O5-P;O-(4-nitrophenyl)-O-ethylbenzylphosphonate;LS-106457;A18878;Benzylphosphonic acid ethyl p-nitrophenyl ester;2-Cyano-2-cyclopentylidene-Aceticacid ethylester;Phosphonic acid, (phenylmethyl)-, ethyl 4-nitrophenyl ester

Chemical Property of p-Nitrophenyl ethyl benzylphosphonate

Chemical Property:

• Vapor Pressure: 2.1E-08mmHg at 25°C
• Boiling Point: 465.7°Cat760mmHg
• Flash Point: 235.4°C
• PSA: 91.16000
• Density: 1.287g/cm³
• LogP: 4.92660
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 321.07660961
• Heavy Atom Count: 22
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=CC=C1)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of p-Nitrophenyl ethyl benzylphosphonate

There total 3 articles about p-Nitrophenyl ethyl benzylphosphonate 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%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + O,O-diethyl benzylphosphonate (1080-32-6) → ethyl (4-nitrophenyl) benzylphosphonate (3015-70-1)

Guidance literature:

O,O-diethyl benzylphosphonate; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 0.166667h; Sealed tube;

4-nitro-phenol; In dichloromethane; at 20 ℃; for 0.5h; Sealed tube;

DOI:10.1002/anie.201802082

Reference yield:

O,O-diethyl benzylphosphonate (1080-32-6) → ethyl (4-nitrophenyl) benzylphosphonate (3015-70-1)

Guidance literature:

With phosphorus pentachloride; anschliessend mit Natrium-<4-nitro-phenolat>;

DOI:10.1021/ja01511a025

Reference yield:

benzyl bromide (100-39-0) → ethyl (4-nitrophenyl) benzylphosphonate (3015-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 24 h / Reflux

2.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 0.17 h / 20 °C / Sealed tube

2.2: 0.5 h / 20 °C / Sealed tube

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; 1.1: |Michaelis-Arbuzov Synthesis;

DOI:10.1002/anie.201802082

upstream raw materials:

O,O-diethyl benzylphosphonate

4-nitro-phenol

benzyl bromide