2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide

Base Information

• Chemical Name: 2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide
• CAS No.: 162210-26-6
• Molecular Formula: C₁₀H₁₂NO₅P
• Molecular Weight: 257.183
• DSSTox Substance ID: DTXSID001182667
• Mol file: 162210-26-6.mol

Synonyms:2-(4-nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide;SCHEMBL2031931;HYJCQILHSVHAPP-UHFFFAOYSA-N;DTXSID001182667;162210-26-6;2-(4-NitrobenzyI)-1,3,2-dioxaphosphinane 2-oxide;2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide;2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinane-2-oxide;1,3,2-Dioxaphosphorinane, 2-[(4-nitrophenyl)methyl]-, 2-oxide

Chemical Property of 2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 257.04530948
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COP(=O)(OC1)CC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide

There total 3 articles about 2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide 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: 26.0%

oxalyl dichloride (79-37-8) + 4-nitrobenzylphosphonic acid (1205-62-5) + trimethyleneglycol (504-63-2) → 2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide (162210-26-6)

Guidance literature:

With pyridine; In tetrahydrofuran; acetonitrile;

Reference yield:

(4-nitrobenzyl)phosphonic dichloride (160007-27-2) + trimethyleneglycol (504-63-2) → 2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide (162210-26-6)

Guidance literature:

With pyridine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 15h;

DOI:10.1248/cpb.52.818

Reference yield:

4-nitrobenzylphosphonic acid (1205-62-5) → 2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide (162210-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; pyridine / tetrahydrofuran / 2 h / -78 - 20 °C

2: 7.00 g / pyridine / acetonitrile; tetrahydrofuran / 15 h / 20 °C

With pyridine; oxalyl dichloride; In tetrahydrofuran; acetonitrile;

DOI:10.1248/cpb.52.818

upstream raw materials:

(4-nitrobenzyl)phosphonic dichloride

trimethyleneglycol

4-nitrobenzylphosphonic acid

oxalyl dichloride

Downstream raw materials:

2-(4-aminobenzyl)-1,3,2-dioxaphosphorinan-2-oxide