2,3-Naphthalenedicarboxylic acid

Base Information

• Chemical Name: 2,3-Naphthalenedicarboxylic acid
• CAS No.: 2169-87-1
• Molecular Formula: C12H8 O4
• Molecular Weight: 216.193
• Hs Code.: 29173995
• European Community (EC) Number: 218-517-7
• NSC Number: 16063
• UNII: CE3YD57YJX
• DSSTox Substance ID: DTXSID9062229
• Nikkaji Number: J40.509D
• Wikidata: Q81989921
• Metabolomics Workbench ID: 71597
• Mol file: 2169-87-1.mol

Synonyms:2,3-naphthalenedicarboxylic acid;2,3-naphthalic acid

Chemical Property of 2,3-Naphthalenedicarboxylic acid

Chemical Property:

• Appearance/Colour: OFF-WHITE TO BEIGE POWDER
• Vapor Pressure: 2.27E-07mmHg at 25°C
• Melting Point: 238-240 °C (dec.)(lit.)
• Refractive Index: 1.7080 (estimate)
• Boiling Point: 407.5 °C at 760 mmHg
• PKA: 2.95±0.30(Predicted)
• Flash Point: 214.4 °C
• PSA: 74.60000
• Density: 1.454 g/cm³
• LogP: 2.23620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 216.04225873
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

2,3-Naphthalenedicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)O)C(=O)O
• Uses: 2,3-Naphthalenedicarboxylic Acid (cas# 2169-87-1) is a compound useful in organic synthesis.

Technology Process of 2,3-Naphthalenedicarboxylic acid

There total 36 articles about 2,3-Naphthalenedicarboxylic acid 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: 97.0%

2,3-Naphthalenedicarboxylic anhydride (716-39-2) → naphthalene-2,3-dicarboxylic acid (2169-87-1)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In water; at 30 ℃; for 15h; pH=5.5; Temperature; pH-value;

Reference yield: 96.0%

2,3-naphthalenedicarboxaldehyde (7149-49-7) → naphthalene-2,3-dicarboxylic acid (2169-87-1)

Guidance literature:

With selenium(IV) oxide; dihydrogen peroxide; In tetrahydrofuran; for 50h; Heating;

DOI:10.1080/00397910008087069

Reference yield: 87.0%

C26H20O4 (24055-14-9) → naphthalene-2,3-dicarboxylic acid (2169-87-1)

Guidance literature:

With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate; at 20 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1055/s-0028-1087982

upstream raw materials:

maleic anhydride

1,2-bis(dibromomethyl)benzene

2,3-Naphthalenedicarboxylic anhydride

1,2,3-trimethoxybenzene

Downstream raw materials:

dimethyl 2,3-naphthalenedicarboxylate

2-(2',5'-di-tert-butylphenyl)-1H-benzisoindole-1,3(2H)-dione

2,3-Naphthalimide

2,3-bis(hydroxymethyl)naphthalene

Refernces

• 1、 Cook,Schoental. "". . p. 237. Retrieved 1948.
• 2、 Altmann,J.,Ginsburg,D.. "-". . p. 93 - 100. Retrieved 1971.
• 3、 Waldmann. "-". . p. 150. Retrieved 1930.
• 4、 -. "Preparation method of 2,3-naphthalic acid". Paragraph 0056; 0063. . Retrieved 2017/07/23.
• 5、 De Barros, Teresa Cristina,Filho, Pedro Berci,Loos, Michel,Politi, Mario Jose,Chaimovich, Hernan,Cuccovia, Iolanda Midea. "Formation and decomposition of N-alkylnaphthalimides: Experimental evidences and ab initio description of the reaction pathways". experimental part. p. 385 - 397. Retrieved 2011/11/06.