Dimethyl 2-nitroterephthalate

Base Information

• Chemical Name: Dimethyl 2-nitroterephthalate
• CAS No.: 5292-45-5
• Molecular Formula: C10H9 N O6
• Molecular Weight: 239.185
• Hs Code.: 2917399090
• European Community (EC) Number: 226-134-1
• NSC Number: 5056
• UNII: 59QLU09DZ4
• DSSTox Substance ID: DTXSID5022223
• Nikkaji Number: J208.799E
• Wikidata: Q27261712
• Mol file: 5292-45-5.mol

Synonyms:Dimethyl 2-nitroterephthalate;Dimethyl nitroterephthalate;5292-45-5;Dimethyl 2-nitrobenzene-1,4-dicarboxylate;Terephthalic acid, nitro-, dimethyl ester;1,4-Benzenedicarboxylic acid, 2-nitro-, dimethyl ester;NSC 5056;EINECS 226-134-1;UNII-59QLU09DZ4;59QLU09DZ4;1,4-Benzenedicarboxylic acid, 2-nitro-, 1,4-dimethyl ester;NSC-5056;Nitroterephthalic acid dimethyl ester;MFCD00008422;EC 226-134-1;Dimethyl Nitroterephthalate;di-methyl nitroterephthalate;Dimethyl2-nitroterephthalate;DIMETHYL 2-NITRO-1,4-BENZENEDICARBOXYLATE;SCHEMBL559830;1, 2-nitro-, dimethyl ester;DTXSID5022223;AMY3507;NSC5056;AKOS000264989;CS-W014660;SY038228;dimethyl 1-nitrobenzene-2,5-dicarboxylate;LS-184945;FT-0625090;N0501;D77771;W-105787;Q27261712

Chemical Property of Dimethyl 2-nitroterephthalate

Chemical Property:

• Appearance/Colour: Light yellow crystalline powder.
• Vapor Pressure: 6.36E-06mmHg at 25°C
• Melting Point: 73-76 ºC
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 353.2°Cat760mmHg
• Flash Point: 160.2°C
• PSA: 98.42000
• Density: 1.35g/cm³
• LogP: 1.69120
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: INSOLUBLE
• XLogP3: 1.6
• 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 Nitroterephthalate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl 2-nitroterephthalate

There total 11 articles about Dimethyl 2-nitroterephthalate 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%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → dimethyl 2-nitroterephthalate (5292-45-5)

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: 76.0%

methanol (67-56-1) + 2-nitroterephthalic acid (610-29-7) → dimethyl 2-nitroterephthalate (5292-45-5)

Guidance literature:

With thionyl chloride; at 80 ℃; for 5h;

DOI:10.1016/j.tetlet.2008.07.065

Reference yield:

2-nitroterephthalic acid (610-29-7) → dimethyl 2-nitroterephthalate (5292-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

With thionyl chloride;

upstream raw materials:

methanol

2-nitroterephthalic acid

Nitroterephthalsaeuredichlorid

1,4-benzenedicarboxylic acid dimethyl ester

Downstream raw materials:

4-(methoxycarbonyl)-3-nitrobenzoic acid

dimethyl aminoterephthalate

2-(phenylthio)-dimethylterephthalate

dimethyl 2-(2,5-dimethylphenoxy)terephthalate

Refernces

• 1、 -. "2-amino-4-methanesulfonamide preparation of methyl benzoic acid methyl ester". Paragraph 0029; 0030; 0031. . Retrieved 2017/02/09.
• 2、 Lee, Hanna,Chung, Yun Mi,Ahn, Kyo Han. "Selective fluorescence sensing of cyanide with an o-(carboxamido)trifluoroacetophenone fused with a cyano-1,2-diphenylethylene fluorophore". . p. 5544 - 5547. Retrieved 2008/12/22.