Diethyl 3-nitrobenzene-1,2-dicarboxylate

Base Information

• Chemical Name: Diethyl 3-nitrobenzene-1,2-dicarboxylate
• CAS No.: 62351-79-5
• Molecular Formula: C12H13NO6
• Molecular Weight: 267.238
• DSSTox Substance ID: DTXSID80495076
• Nikkaji Number: J1.547.873J
• Wikidata: Q82343000
• Mol file: 62351-79-5.mol

Synonyms:62351-79-5;Diethyl 3-nitrobenzene-1,2-dicarboxylate;3-nitrophthalic acid diethyl ester;1,2-Benzenedicarboxylic acid, 3-nitro-, diethyl ester;SCHEMBL11464655;DTXSID80495076;XPSYMRWVHURDQP-UHFFFAOYSA-N;FT-0732515

Chemical Property of Diethyl 3-nitrobenzene-1,2-dicarboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 267.07428713
• Heavy Atom Count: 19
• Complexity: 351

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=CC=C1)[N+](=O)[O-])C(=O)OCC

Technology Process of Diethyl 3-nitrobenzene-1,2-dicarboxylate

There total 14 articles about Diethyl 3-nitrobenzene-1,2-dicarboxylate 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: 90.0%

3-nitrophthalic acid (603-11-2) + ethyl iodide (75-03-6) → 3-nitrobenzene-1,2-dicarboxylate ester (62351-79-5)

Guidance literature:

3-nitrophthalic acid; With sulfuric acid; In ethanol; water; at 80 ℃;

ethyl iodide; With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2009.07.018

Reference yield: 39.0%

Diethyl phthalate (84-66-2) → 3-nitrobenzene-1,2-dicarboxylate ester (62351-79-5) + 4-nitrophthalic acid diethyl ester (2050-19-3)

Guidance literature:

With iron(III) chloride; Nitrogen dioxide; ozone; In 1,2-dichloro-ethane; at 5 ℃; for 1.5h;

DOI:10.1021/jo015619d

Reference yield:

methanol (67-56-1) + 3-nitrophthalic acid (603-11-2) + ethyl iodide (75-03-6) → dimethyl 3-nitrophthalate (13365-26-9) + 3-nitrobenzene-1,2-dicarboxylate ester (62351-79-5)

Guidance literature:

methanol; 3-nitrophthalic acid; With thionyl chloride; at 0 ℃; for 9h; Reflux; Inert atmosphere;

ethyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h; Inert atmosphere;

upstream raw materials:

ethanol

3-nitrophthalic acid

3-nitro-phthalic acid-2-ethyl ester

ethyl bromide

Downstream raw materials:

diethyl-3-aminobenzene-1,2-dicarboxylate

3-hydroxyphthalic acid

diethyl 3-hydroxyphthalate