Ethyl N-(2,4-dinitrophenoxy)acetimidate

Base Information

• Chemical Name: Ethyl N-(2,4-dinitrophenoxy)acetimidate
• CAS No.: 54322-32-6
• Molecular Formula: C10H11 N3 O6
• Molecular Weight: 269.214
• Hs Code.: 29280000
• European Community (EC) Number: 259-095-4
• Mol file: 54322-32-6.mol

Synonyms:54322-32-6;Ethyl N-(2,4-dinitrophenoxy)acetimidate;EINECS 259-095-4;ethyl (1E)-N-(2,4-dinitrophenoxy)ethanimidate;ethyl N-(2,4-dinitrophenoxy)ethanimidate;Ethanimidic acid, N-(2,4-dinitrophenoxy)-, ethyl ester;ethyl (E)-N-(2,4-dinitrophenoxy)acetimidate;Ethyl N-(2,4-dinitrophenoxy)thioacetate;SCHEMBL8785029;AKOS015915330;CS-0361327;Ethyl N-(2,4-dinitrophenoxy)acetimidate, 99%;ETHYLN-(2,4-DINITROPHENOXY)ACETIMIDATE;A830100

Chemical Property of Ethyl N-(2,4-dinitrophenoxy)acetimidate

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 112-114 °C(lit.)
• Boiling Point: 377.8°C at 760 mmHg
• Flash Point: 182.3°C
• PSA: 122.46000
• Density: 1.4g/cm³
• LogP: 3.29810
• Sensitive.: Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 269.06478508
• Heavy Atom Count: 19
• Complexity: 361

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl N-(2,4-dinitrophenoxy)acetimidate 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=NOC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])C
• Isomeric SMILES: CCO/C(=N/OC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])/C
• Uses: Ethyl N-(2,4-dinitrophenoxy)acetimidate may be used in chemical synthesis studies.

Technology Process of Ethyl N-(2,4-dinitrophenoxy)acetimidate

There total 3 articles about Ethyl N-(2,4-dinitrophenoxy)acetimidate 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:

ethyl acetohydroximate (10576-12-2) + 1-chloro-2,4-dinitro-benzene (97-00-7) → ethyl N-(2,4-dinitrophenoxy)acetimidate (54322-32-6)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1002/hlca.19630460618

Reference yield:

C8H4F3N3O5 → ethyl N-(2,4-dinitrophenoxy)acetimidate (54322-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Cs₂CO₃ / dimethyl sulfoxide / 12 h / 20 °C

2: N,N-diethylaniline; trichlorophosphate / 0.5 h / 80 °C / Schlenk technique; Sealed tube

3: potassium hydroxide / water monomer; ethanol / 12 h / -5 °C

With Cs₂CO₃; N,N-diethylaniline; potassium hydroxide; trichlorophosphate; In ethanol; water monomer; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.2c00637

Reference yield:

2,4-Dinitrophenol (51-28-5) → ethyl N-(2,4-dinitrophenoxy)acetimidate (54322-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diethylaniline; trichlorophosphate / 0.5 h / 80 °C / Schlenk technique; Sealed tube

2: potassium hydroxide / water monomer; ethanol / 12 h / -5 °C

With N,N-diethylaniline; potassium hydroxide; trichlorophosphate; In ethanol; water monomer;

DOI:10.1021/acs.orglett.2c00637

upstream raw materials:

ethyl acetohydroximate

1-chloro-2,4-dinitro-benzene

2,4-Dinitrophenol

Downstream raw materials:

O-(2,4-dinitrophenyl)hydroxylamine