605-70-9

Basic information

• Product Name: 1,4-Naphthalenedicarboxylic acid
• Synonyms: NAPHTHALENE-1,4-DICARBOXYLIC ACID;1,4-NAPHTHALENEDICARBOXYLIC ACID;1,4-NAPHTHALIC ACID;1,4-NAPHTHALENEDICARBOXYLIC ACID 95+%;Naphthalene-1,4-dicarboxylicacid,98+%;Naphthalin-1,4-dicarbonsure;1,4-naphthalate;4-Naphthalenedicarboxylic acid
• CAS NO: 605-70-9
• Molecular Formula: C₁₂H₈O₄
• Molecular Weight: 216.19
• EINECS: 210-094-7
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acid Monomers;Monomers;Polymer Science;Imidazoles
• Mol File: 605-70-9.mol

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 490.2 °C at 760 mmHg
• Flash Point: 264.3 °C
• Appearance: /
• Density: 1.454 g/cm³
• Vapor Pressure: 2.01E-10mmHg at 25°C
• Refractive Index: 1.708
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.71±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 2051255
• CAS DataBase Reference: 1,4-Naphthalenedicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Naphthalenedicarboxylic acid(605-70-9)
• EPA Substance Registry System: 1,4-Naphthalenedicarboxylic acid(605-70-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 1
• TSCA: Yes
• Hazardous Substances Data: 605-70-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1,4-Naphthalenedicarboxylic acid is used as a key intermediate for the production of various organic compounds. Its ability to form meta-depside bonds with other molecules makes it a versatile building block in the synthesis of complex organic structures.
Used in Pharmaceutical Industry:
1,4-Naphthalenedicarboxylic acid is used as a starting material for the synthesis of pharmaceutical compounds. Its unique chemical properties allow for the development of new drugs with potential applications in treating various diseases and medical conditions.
Used in Agrochemical Industry:
In the agrochemical industry, 1,4-Naphthalenedicarboxylic acid is used as a raw material for the production of various agrochemicals, such as pesticides and herbicides. Its chemical properties enable the development of effective and targeted agrochemicals that can help improve crop yields and protect plants from pests and diseases.
Used in Dyestuff Industry:
1,4-Naphthalenedicarboxylic acid is used as a precursor in the synthesis of various dyestuffs. Its chemical structure allows for the creation of a wide range of colors and hues, making it an essential component in the production of dyes and pigments for various applications, including textiles, plastics, and printing inks.

InChI:InChI=1/C12H8O4/c13-11(14)9-5-6-10(12(15)16)8-4-2-1-3-7(8)9/h1-6H,(H,13,14)(H,15,16)

Upstream product

• 29903-04-6 di(1-naphthoyl) peroxide 
• 7732-18-5 water 
• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 131543-46-9 Glyoxal 
• 613-73-0 1,2-phenylenediacetonitrile 
• 83-53-4 1,4-dibromonaphthalene 
• 91-20-3 naphthalene 
• 30716-26-8 4-methyl-1-(nitromethyl)naphthalene 
• 4488-40-8 4-Methyl-1-naphthoic acid 
• 5261-50-7 1-(chloromethyl)-4-methylnaphthalene 
• 571-58-4 1,4-dimethylnaphthalene 
• 24157-79-7 1,4-diisopropylnaphthalene 
• 18274-34-5 1,4-dihydro-naphthalene-1,4-dicarboxylic acid 

Downstream Products

• 1227682-08-7 C₂₈H₁₄I₂N₈S₂ 
• 1227682-10-1 C₂₈H₁₄I₂N₈S₂ 
• 1227681-97-1 C₂₈H₁₄Cl₂N₈S₂ 
• 1227682-05-4 C₂₈H₁₄Br₂N₈S₂ 
• 1227682-07-6 C₂₈H₁₄Br₂N₈S₂ 
• 1227682-00-9 C₃₀H₂₀N₈S₂ 
• 1227681-99-3 C₃₀H₂₀N₈S₂ 
• 1227681-98-2 C₂₈H₁₄Cl₂N₈S₂ 
• 1227681-95-9 C₂₈H₁₄Cl₂N₈S₂ 
• 1227681-93-7 1,4-bis[(3-phenyl)-s-triazolo[3,4-b][1,3,4]thiadiazole-6-yl]naphthalene 
• 1227682-13-4 C₃₀H₂₀N₈O₂S₂ 
• 1227682-03-2 C₃₀H₂₀N₈S₂ 
• 1227682-12-3 C₂₈H₁₄I₂N₈S₂ 
• 1332625-21-4 [Cd(4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-2-methoxyphenol)(naphthalene-1,4-dicarboxylate)] 

Relevant articles and documents

Valorization of 2,5-furandicarboxylic acid. Diels-Alder reactions with benzyne

Biomass-derived 2,5-furandicarboxylic acid was valorized by conversion to 1,4-naphthalenedicarboxylic acid via benzyne-cycloaddition and reductive aromatization in 66% overall yield (four steps). Two novel bicyclic intermediates were isolated in 80% and 98% yield. These advances diversify the potential end uses of renewable terephalic acid analogs and other furanics available from cellulose biorefinery.

The Zinc(II)-Catalyzed Henkel Reaction of Dipotassium 1,8-Naphthalenedicarboxylate in a Dispersion Medium

The Henkel reaction of dipotassium 1,8-naphthalenedicarboxylate in naphthalene as a dispersion medium gave dipotassium 2,6-naphthalenedicarboxylate (1) in a higher yield and with a better reproducibility than the reaction without a dispersion medium.Catalysts, particularly zinc catalysts, were examined in detail.The anion moiety of zinc catalysts affected the reaction, and the halide anion was effective for the selective formation of 1.The addition of potassium halide to the zinc catalysts also increased the yield of 1.The catalytic activity of the halide anion increased in the order: Cl---.The activity of the zinc catalysts was also compared with that of cadmium catalysts.

New Dyes from Naphthostyril-5-carboxylic Acid: Synthesis of 6,12-Anthanthrenedione-3,4,9,10-tetracarboxylic Diimides, Naphthostyril-5,6-dicarboximides and 1-Amino-4-arylaminonaphthalene-5,8-dicarboxylic Bislactams

The novel vat dyes 6,12-anthanthrenedione-3,4,9,10-tetracarboxylic diimides (XIa-c) and the disperse dyes, naphthostyril-5,6-dicarboximides (XVIIIa-f) and bislactams (XIXa-d) have been synthesised from a common intermediate, naphthostyril-5-carboxylic acid (V).An improved method has also been developed for the synthesis of V.

1,1-Alkanediol dicarboxylate linked antibacterial agents

Useful antibacterial agents in which a penicillin and/or a beta-lactamase inhibitor are linked via 1,1-alkanediol dicarboxylates are of the formula STR1 where A is the residue of certain dicarboxyic acids, R3 is H or (C1 -C3), n is zero or 1 such that when n is zero R is P or B and R1 is the residue of certain esters, H or a salt thereof; and when n is 1, one of R and R1 is P and the other is B, and P is STR2 where R2 is H or certain acyl groups, and B is the residue of a beta-lactamase inhibiting carboxylic acid; a method for their use, pharmaceutical compositions thereof and intermediates useful in their production.

Process for the preparation of naphthalene-1,4-dicarboxylic acid

A process for the preparation of naphthalene-1,4-dicarboxylic acid, which comprises reacting 1,4-dihalogenonaphthalene with at least 2 moles of copper-I cyanide per mole of dihalogenonaphthalene in a polar, aprotic solvent and subjecting the copper salt complex of 1,4-dicyanonaphthalene thus obtained to alkaline hydrolysis.

Process for the manufacture of 1,4-disubstituted bicyclic or tricyclic compounds and new 1,4-disubstituted bicyclic compounds

The present invention provides a new process for the manufacture of 1,4-disubstituted bicyclic or tricyclic compounds by reacting a 1,2-bis-cyanomethyl-benzene or 2,3-bis-cyanomethyl-naphthalene with glyoxal in the presence of a base and a solvent as well as new 1,4-disubstituted bicyclic compounds.