3-[(E)-2-nitroethenyl]phenyl acetate

Base Information

• Chemical Name: 3-[(E)-2-nitroethenyl]phenyl acetate
• CAS No.: 14585-95-6
• Molecular Formula: C10H9 N O4
• Molecular Weight: 207.186
• NSC Number: 122826
• DSSTox Substance ID: DTXSID00419133
• Wikidata: Q82230008
• Mol file: 14585-95-6.mol

Synonyms:NSC122826;14585-95-6;SCHEMBL3235501;DTXSID00419133;ANM100009;3-[(E)-2-nitroethenyl]phenyl acetate;NSC-122826

Chemical Property of 3-[(E)-2-nitroethenyl]phenyl acetate

Chemical Property:

• Vapor Pressure: 4.9E-05mmHg at 25°C
• Boiling Point: 348.8°C at 760 mmHg
• Flash Point: 164.6°C
• Density: 1.26g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.05315777
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-[(E)-2-nitroethenyl]phenyl acetate

There total 2 articles about 3-[(E)-2-nitroethenyl]phenyl acetate 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: 91.0%

1-(3-hydroxyphenyl)-2-nitro-ethanol (852159-27-4) + acetic anhydride (108-24-7) → acetic acid 3-(2-nitrovinyl)-phenyl ester (14585-95-6)

Guidance literature:

1-(3-hydroxyphenyl)-2-nitro-ethanol; acetic anhydride; With potassium fluoride; 18-crown-6 ether; for 1h;

With water; at 0 ℃; for 0.25h;

Reference yield:

nitromethane (75-52-5) + 3-formylphenyl acetate (34231-78-2) → acetic acid 3-(2-nitrovinyl)-phenyl ester (14585-95-6)

Guidance literature:

Multistep reaction; (i) aq. NaOH, EtOH, (ii) Na₂CO₃, Ac₂O;

DOI:10.1002/jps.2600560524

Reference yield:

acetic acid 3-(2-nitrovinyl)-phenyl ester (14585-95-6) + mercaptoacetic acid (68-11-1) → N,O-Diacetyl-N-<β-(3-acetoxyphenyl-)-α,β-bis-(acetthio)ethyl>hydroxylamin

Guidance literature:

With tributyl-amine;

DOI:10.1002/jps.2600560524

upstream raw materials:

nitromethane

3-formylphenyl acetate

1-(3-hydroxyphenyl)-2-nitro-ethanol

acetic anhydride

Refernces

• 1、 Ho,McCarthy. "Potential radiation protective agents. V. Synthetic approaches to 2-aryl-2-mercaptoethylamines.". . p. 648 - 649. Retrieved 2007/10/06.