Methyl 4-nitrophenyl hexylphosphonate

Base Information

• Chemical Name: Methyl 4-nitrophenyl hexylphosphonate
• CAS No.: 259827-72-0
• Molecular Formula: C₁₃H₂₀NO₅P
• Molecular Weight: 301.279
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID40710237
• Nikkaji Number: J1.245.104K
• Mol file: 259827-72-0.mol

Synonyms:259827-72-0;METHYL 4-NITROPHENYL HEXYLPHOSPHONATE;1-[hexyl(methoxy)phosphoryl]oxy-4-nitrobenzene;Phosphonic acid, hexyl-, methyl 4-nitrophenyl ester;DTXSID40710237;methyl p-nitrophenyl n-hexylphosphonate;Methyl (4-nitrophenyl) hexylphosphonate;PD194579;Methyl 4-nitrophenyl hexylphosphonate, >=95.0% (HPLC)

Chemical Property of Methyl 4-nitrophenyl hexylphosphonate

Chemical Property:

• PSA: 91.16000
• LogP: 4.91660
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 301.10790974
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-nitrophenyl hexylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCP(=O)(OC)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of Methyl 4-nitrophenyl hexylphosphonate

There total 3 articles about Methyl 4-nitrophenyl hexylphosphonate 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:

methanol (67-56-1) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + hexylphosphonic acid dichloride (928-64-3) → methyl 4-nitrophenyl hexylphosphonate (259827-72-0)

Guidance literature:

methanol; hexylphosphonic acid dichloride; With N-ethyl-N,N-diisopropylamine; In toluene; at 0 - 20 ℃; for 4h; Inert atmosphere;

4-nitro-phenol; With diisopropylamine; In toluene; at 20 ℃; Inert atmosphere;

DOI:10.1002/cbic.201500471

Reference yield:

2-methylheptanoic acid p-nitrophenyl ester (1228456-32-3) → methyl 4-nitrophenyl hexylphosphonate (259827-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: truncated Candida antarctica lipase A; water / acetonitrile; aq. phosphate buffer / 29 °C / pH 8 / Enzymatic reaction

2.1: N-ethyl-N,N-diisopropylamine / toluene / 4 h / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With truncated Candida antarctica lipase A; water; N-ethyl-N,N-diisopropylamine; In aq. phosphate buffer; toluene; acetonitrile;

DOI:10.1002/cbic.201500471

Reference yield:

2-phenylpropionic acid p-nitrophenyl ester (104013-15-2) → methyl 4-nitrophenyl hexylphosphonate (259827-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: truncated Candida antarctica lipase A; water / acetonitrile; aq. phosphate buffer / 29 °C / pH 8 / Enzymatic reaction

2.1: N-ethyl-N,N-diisopropylamine / toluene / 4 h / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With truncated Candida antarctica lipase A; water; N-ethyl-N,N-diisopropylamine; In aq. phosphate buffer; toluene; acetonitrile;

DOI:10.1002/cbic.201500471

upstream raw materials:

methanol

4-nitro-phenol

hexylphosphonic acid dichloride

2-methylheptanoic acid p-nitrophenyl ester

Refernces