Dimethyl 2,6-naphthalenedicarboxylate

Base Information

• Chemical Name: Dimethyl 2,6-naphthalenedicarboxylate
• CAS No.: 840-65-3
• Deprecated CAS: 2351155-89-8
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• Hs Code.: 2917399090
• European Community (EC) Number: 212-661-4
• NSC Number: 59387
• UNII: X4Q5T8RS0G
• DSSTox Substance ID: DTXSID6029202
• Nikkaji Number: J40.514K
• Wikidata: Q27293554
• ChEMBL ID: CHEMBL3188234
• Mol file: 840-65-3.mol

Synonyms:Dimethyl 2,6-naphthalenedicarboxylate;840-65-3;Dimethyl naphthalene-2,6-dicarboxylate;2,6-NAPHTHALENEDICARBOXYLIC ACID, DIMETHYL ESTER;2,6-Dicarbomethoxynaphthalene;Dimethyl-2,6-naphthalenedicarboxylate;EINECS 212-661-4;2,6-Naphthalenedicarboxylic Acid Dimethyl Ester;NSC 59387;UNII-X4Q5T8RS0G;X4Q5T8RS0G;DTXSID6029202;2,6-Naphthalene dicarboxylic acid, dimethyl ester;Dimethyl 2,6-napthalenedicarboxylate;MFCD00004100;NSC-59387;2,6-Naphthalenedicarboxylic acid, 2,6-dimethyl ester;2,6-dimethyl naphthalene-2,6-dicarboxylate;2,6-Naphthalenedicarboxylic acid-dimethyl ester;EC 212-661-4;ORISTAR DMNDC;dimethyl 2,6-naphthalate;SCHEMBL69025;DTXCID109202;CHEMBL3188234;GYUVMLBYMPKZAZ-UHFFFAOYSA-;2,6-bis(carbomethoxy)naphthalene;AMY25795;dimethyl2,6-naphthalenedicarboxylate;NSC59387;2,6-Naphthalic Acid Dimethyl Ester;Tox21_202769;2,6-dimethylnaphthalene dicarboxylate;dimethyl 2,6-naphthlene dicarboxylate;AKOS003273112;dimethyl 2,6-naphthalene dicarboxylate;dimethyl 2,6-naphthalene-dicarboxylate;CS-W012740;dimethyl-2, 6-naphthalene dicarboxylate;DIMETHYL 2,6-NAPHTHALATE [INCI];NCGC00260316-01;2,6-Naphthalenedicarboxylic acid dimethyl;AS-63549;CAS-840-65-3;SY050237;2,6-naphthalene dicarboxylic acid dimethyl;LS-181693;Dimethyl 2,6-naphthalenedicarboxylate, 98%;FT-0610738;N0364;2,6-napthalenedicarboxylic acid, dimethyl ester;D70421;A840711;Dimethyl ester of 2,6-naphthalenedicarboxylic acid;Naphthalene-2,6-dicarboxylic acid, dimethyl ester;Q27293554;Z1262254179;2,6-Naphthalenedicarboxylic acid-dimethyl ester 100 microg/mL in Acetonitrile

Chemical Property of Dimethyl 2,6-naphthalenedicarboxylate

Chemical Property:

• Vapor Pressure: 7.88E-06mmHg at 25°C
• Melting Point: 187-193 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 375.3 °C at 760 mmHg
• Flash Point: 189.2 °C
• PSA: 52.60000
• Density: 1.225 g/cm³
• LogP: 2.41300
• Storage Temp.: -196°C
• Water Solubility.: Soluble in hot toluene (very faint turbidity). Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 294

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl 2,6-Naphthalenedicarboxylate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)C=C(C=C2)C(=O)OC
• Uses: Dimethyl naphthalene-2,6-dicarboxylate is used as a pharmaceutical intermediate.

Technology Process of Dimethyl 2,6-naphthalenedicarboxylate

There total 16 articles about Dimethyl 2,6-naphthalenedicarboxylate 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: 89.0%

methanol (67-56-1) + 2,6-Naphthalenedicarboxylic acid (1141-38-4) → dimethyl 2,6-naphthalenedicarboxylate (840-65-3)

Guidance literature:

With sulfuric acid; for 24h; Reflux;

Reference yield: 60.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-methoxycarbonyl-6-naphthol p-toluenesulfonate → dimethyl 2,6-naphthalenedicarboxylate (840-65-3)

Guidance literature:

With sodium tetracarbonyl cobaltate; potassium carbonate; ethyl bromoacetate; at 45 ℃; for 1.5h;

DOI:10.1016/0022-328X(93)83037-V

Reference yield: 55.0%

methyl 2-(4-carbomethoxybenzylidene)-3-buten-1-oate (116503-70-9) → dimethyl 2,6-naphthalenedicarboxylate (840-65-3)

Guidance literature:

5% Pd on active carbon; In various solvent(s); for 5h;

DOI:10.1021/jo00255a010

upstream raw materials:

diazomethane

2,6-Naphthalenedicarboxylic acid

methanol

2,6-dichloroformyl naphthalene

Downstream raw materials:

N,N'-Bis-(4-phenylbutyl)-naphthalene-2,6-dicarboxamide

bis{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl} naphthalene-2,6-dicarboxylate

bis[2-(prop-2-yn-1-yloxy)ethyl] naphthalene-2,6-dicarboxylate

2,6-naphthalenedicarbaldehyde

Refernces

• 1、 -. "A containing double (2-substituted-sulfonyl -1, 3, 4-oxadiazol-5-yl) heterocyclic compound and use thereof". Paragraph 0102; 0103; 0104. . Retrieved 2017/01/19.
• 2、 -. "Recycling polyethylene naphthalate containing materials in a process to produce diesters". Page/Page column 8-9. . Retrieved 2008/06/13.