Dimethyl 3-nitrophthalate

Base Information

• Chemical Name: Dimethyl 3-nitrophthalate
• CAS No.: 13365-26-9
• Molecular Formula: C10H9NO6
• Molecular Weight: 239.185
• Hs Code.: 2917399090
• European Community (EC) Number: 917-856-4
• NSC Number: 68806
• DSSTox Substance ID: DTXSID20290461
• Nikkaji Number: J47.543B
• Wikidata: Q63409697
• Mol file: 13365-26-9.mol

Synonyms:dimethyl 3-nitrophthalate;13365-26-9;dimethyl 3-nitrobenzene-1,2-dicarboxylate;3-nitrophthalic acid dimethyl ester;3-nitro-phthalic Acid Dimethyl Ester;NSC 68806;NSC68806;dimethyl nitrophthalate;1,2-Benzenedicarboxylic acid, 3-nitro-, 1,2-dimethyl ester;Maybridge1_000481;SCHEMBL50994;HMS542N19;DTXSID20290461;CS-M2983;CCG-46234;MFCD00017184;NSC-68806;AKOS003619110;AB10266;AS-58514;methyl-2-(methoxycarbonyl)-3-nitrobenzoate;D5310;EU-0033382;FT-0625033;FT-0625112;1,2-dimethyl 3-nitrobenzene-1,2-dicarboxylate;3-NITRO-1,2-PHTHALIC ACID DIMETHYL ESTER;SR-01000388839;SR-01000388839-1;SR-01000388839-2;Q63409697

Chemical Property of Dimethyl 3-nitrophthalate

Chemical Property:

• Vapor Pressure: 0.000462mmHg at 25°C
• Melting Point: 68-69 °C
• Refractive Index: 1.549
• Boiling Point: 314.6 °C at 760 mmHg
• Flash Point: 134.3 °C
• PSA: 98.42000
• Density: 1.35 g/cm³
• LogP: 1.69120
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 239.04298701
• Heavy Atom Count: 17
• Complexity: 323

Purity/Quality:

98.0%min ^*data from raw suppliers

Dimethyl 3-Nitrophthalate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl 3-nitrophthalate

There total 21 articles about Dimethyl 3-nitrophthalate 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: 100.0%

methanol (67-56-1) + 3-nitrophthalic acid (603-11-2) → dimethyl 3-nitrophthalate (13365-26-9)

Guidance literature:

3-nitrophthalic acid; With thionyl chloride; Heating / reflux;

methanol; Heating / reflux;

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-nitrophthalic acid (603-11-2) → dimethyl 3-nitrophthalate (13365-26-9)

Guidance literature:

In diethyl ether;

DOI:10.1002/jhet.5570260667

Reference yield: 95.0%

3-nitrophthalic acid (603-11-2) + methyl iodide (74-88-4) → dimethyl 3-nitrophthalate (13365-26-9)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 4h;

upstream raw materials:

diazomethane

3-nitrophthalic acid

methanol

2-(methoxycarbonyl)-3-nitrobenzoic acid

Downstream raw materials:

dimethyl 3-aminophthalate

dimethyl 3-iodophthalate

3-Benzylidenamino-phthalsaeure-dimethylester

3-iodophthalic acid

Refernces

• 1、 Elmehriki, Adam A. H.,Gleason, James L.. "A Spiroalkylation Method for the Stereoselective Construction of α-Quaternary Carbons and Its Application to the Total Synthesis of (R)-Puraquinonic Acid". . p. 9729 - 9733. Retrieved 2019.
• 2、 -. "A green synthetic process for dimethyl 3-amino o-phthalate". Paragraph 0021; 0022; 0024; 0025. . Retrieved 2019/07/16.