2,3-Naphthalenedicarboxaldehyde

Base Information

• Chemical Name: 2,3-Naphthalenedicarboxaldehyde
• CAS No.: 7149-49-7
• Molecular Formula: C12H8 O2
• Molecular Weight: 184.194
• Hs Code.: 2912299000
• European Community (EC) Number: 634-732-2
• NSC Number: 72106
• UNII: Z676031J38
• DSSTox Substance ID: DTXSID20221710
• Nikkaji Number: J207.996H
• Wikidata: Q83099644
• Mol file: 7149-49-7.mol

Synonyms:2,3-naphthalenedicarbaldehyde;2,3-naphthalenedicarboxaldehyde;2,3-NDA;naphthalene-2,3-dialdehyde;naphthalene-2,3-dicarboxaldehyde

Chemical Property of 2,3-Naphthalenedicarboxaldehyde

Chemical Property:

• Vapor Pressure: 5.61E-06mmHg at 25°C
• Melting Point: 131-133oC(lit.)
• Boiling Point: 380°Cat760mmHg
• Flash Point: 142.5°C
• PSA: 34.14000
• Density: 1.254g/cm³
• LogP: 2.46480
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 184.052429494
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%,99%, ^*data from raw suppliers

Naphthalene-2,3-dicarboxaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)C=O)C=O
• Uses: A useful reagent for the derivatization of primary amines, amino acids and small peptides Naphthalene-2,3-dicarboxaldehyde is a fluorogenic derivatizing agent for amines.

Technology Process of 2,3-Naphthalenedicarboxaldehyde

There total 19 articles about 2,3-Naphthalenedicarboxaldehyde 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: 99.0%

2,3-bis(hydroxymethyl)naphthalene (31554-15-1) → 2,3-naphthalenedicarboxaldehyde (7149-49-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -80 ℃;

DOI:10.1021/jacs.6b13212

Reference yield: 92.0%

2,3-di(bromomethyl)naphthalene (38998-33-3) → 2,3-naphthalenedicarboxaldehyde (7149-49-7)

Guidance literature:

With dipotassium hydrogenphosphate; Potassium benzeneselenite; In acetonitrile; for 2h; Heating;

DOI:10.1055/s-1984-30956

Reference yield: 80.0%

[2-(3-oxo-prop-1-ynyl)-phenyl]-propynal → 2,3-naphthalenedicarboxaldehyde (7149-49-7)

Guidance literature:

In 1,2-dichloro-benzene; at 180 ℃;

DOI:10.1016/S0040-4020(01)00247-2

upstream raw materials:

1,5-dihydro-naphtho[2,3-e][1,3,2]dioxaselenepin-3-oxide

bis(dibromomethyl)-2,3 naphtalene

1,2,3,4-tetrahydro-anthracene-1,2,3,4-tetraol

cis,trans-2,5-dimethoxytetrahydrofuran

Downstream raw materials:

12H-Benzisoindolo<2,1-a>benzimidazol

1,3-Dimethyl-5,6-<2',3'-naphtho>-tropon

7,9-diphenyl-cyclohepta[b]naphthalen-8-one

2-Phenyl-3-trimethylsilanyl-anthracen-1-ol

Refernces

• 1、 Mallouli, A.,Lepage, Y.. "Convenient Syntheses of Naphthalene-, Anthracene-, and Naphthacene-2,3-dicarboxaldehydes". . p. 689. Retrieved 1980.
• 2、 Einholz, Ralf,Fang, Treliant,Berger, Robert,Grüninger, Peter,Früh, Andreas,Chassé, Thomas,Fink, Reinhold F.,Bettinger, Holger F.. "Heptacene: Characterization in Solution, in the Solid State, and in Films". supporting information. p. 4435 - 4442. Retrieved 2017/04/03.
• 3、 Liu, Honglei,Yuan, Chunhao,Wu, Yang,Xiao, Yumei,Guo, Hongchao. "Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides". . p. 4220 - 4223. Retrieved 2015/09/15.