Dimethyl 5-nitroisophthalate

Base Information

• Chemical Name: Dimethyl 5-nitroisophthalate
• CAS No.: 13290-96-5
• Molecular Formula: C10H9NO6
• Molecular Weight: 239.185
• Hs Code.: 29173990
• European Community (EC) Number: 236-307-3
• NSC Number: 93786
• UNII: AM7XSW83FE
• DSSTox Substance ID: DTXSID3065403
• Nikkaji Number: J213.813A
• Wikidata: Q72471002
• Mol file: 13290-96-5.mol

Synonyms:Dimethyl 5-nitroisophthalate;13290-96-5;Dimethyl 5-nitrobenzene-1,3-dicarboxylate;1,3-Benzenedicarboxylic acid, 5-nitro-, dimethyl ester;5-Nitroisophthalic Acid Dimethyl Ester;5-Nitroisophthalic acid, dimethyl ester;Isophthalic acid, 5-nitro-, dimethyl ester;EINECS 236-307-3;5-NITRO DIMETHYL ISOPHTHALATE;MFCD00008429;NSC 93786;AM7XSW83FE;BRN 2140916;Dimethyl 5-nitro-1,3-benzenedicarboxylate;1,3-Benzenedicarboxylic acid, 5-nitro-, 1,3-dimethyl ester;1,3-dimethyl 5-nitrobenzene-1,3-dicarboxylate;5-Nitro-1,3-benzenedicarboxylic acid dimethyl ester;NSC-93786;EC 236-307-3;4-09-00-03299 (Beilstein Handbook Reference);Dimethyl,5-nitroisophthalate;UNII-AM7XSW83FE;5-nitrodimethylisophthalate;dimethyl-5-nitroisophthalat;Dimethyl 5-nitro-isophthalate;SCHEMBL561284;1, 5-nitro-, dimethyl ester;DTXSID3065403;GGTSJKFPGKFLCZ-UHFFFAOYSA-;Dimethyl 5-nitroisophthalate 98+%;Dimethyl 5-nitroisophthalate, 98%;DIMETHYL-5-NITROISOPHTHALATE;NSC93786;AC7851;STK387129;AKOS005441643;AC-8406;AM85558;GS-5892;LS-29788;SY002380;BB 0258207;CS-0010338;FT-0601831;N0567;N-METHYL-N-(QUINOLIN-8-YLMETHYL)AMINE;EN300-18049855;W-108305;Isophthalic acid, 5-nitro-, dimethyl ester (6CI,7CI,8CI);Dimethyl 5-nitroisophthalate, PESTANAL(R), analytical standard

Chemical Property of Dimethyl 5-nitroisophthalate

Chemical Property:

• Appearance/Colour: slightly yellow fine crystalline powder
• Vapor Pressure: 7.12E-10mmHg at 25°C
• Melting Point: 123-125 °C(lit.)
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 360.2 °C at 760 mmHg
• Flash Point: 164.8 °C
• PSA: 98.42000
• Density: 1.35 g/cm³
• LogP: 1.69120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 239.04298701
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

>95% ^*data from raw suppliers

Dimethyl 5-nitroisophthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)OC
• Uses: Dimethyl 5-Nitroisophthalate is a useful chemical in organic synthesis. Dimethyl 5-nitroisophthalate has been used as starting reagent in the synthesis of 5-nitro-1,3-bis(ethylenediamine) and 5-nitroisophthaldihydrazide.

Technology Process of Dimethyl 5-nitroisophthalate

There total 6 articles about Dimethyl 5-nitroisophthalate 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: 98.0%

methanol (67-56-1) + 5-nitrobenzene-1,3-dicarboxylic acid (618-88-2) → dimethyl 5-nitroisophthalate (13290-96-5)

Guidance literature:

With sulfuric acid; for 3h; Inert atmosphere; Reflux;

Reference yield: 92.0%

dimethyl Isophthalate (1459-93-4) → dimethyl 5-nitroisophthalate (13290-96-5)

Guidance literature:

With iron(III) chloride; Nitrogen dioxide; ozone; In 1,2-dichloro-ethane; at 5 ℃; for 1.5h; Further Variations:; Solvents; Reagents; Product distribution;

DOI:10.1021/jo015619d

Reference yield: 90.0%

5-nitrobenzene-1,3-dicarboxylic acid (618-88-2) → dimethyl 5-nitroisophthalate (13290-96-5)

Guidance literature:

With thionyl chloride; In methanol; at 0 - 80 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112410

upstream raw materials:

methanol

5-nitrobenzene-1,3-dicarboxylic acid

dimethyl Isophthalate

5-nitro-1,3-benzenedicarbonylchloride

Downstream raw materials:

5-nitro-1,3-benzenedicarboxylic acid, monomethyl ester

3-((2,3-dihydroxypropyl)carbamoyl)-5-nitrobenzoic acid

5-nitrobenzene-1,3-dihydrazide

dimethyl 5-aminoisophthalate

Refernces

• 1、 An, Jing,Fang, Xiong,Huang, Lina S.,Huang, Ziwei,Liang, Boqiang,Meng, Qian,Schooley, Robert T.,Wang, Juan,Xu, Yan,Zhang, Chaozai,Zhang, Huijun,Zhang, Xingquan,Zhu, Siyu. "Design, synthesis, and biological characterization of a new class of symmetrical polyamine-based small molecule CXCR4 antagonists". supporting information. . Retrieved 2020/06/03.
• 2、 -. "Anticoagulant contrast media". Page/Page column 15-16. . Retrieved 2010/02/15.