6-Hydroxy-2-naphthoic acid

Base Information

• Chemical Name: 6-Hydroxy-2-naphthoic acid
• CAS No.: 16712-64-4
• Molecular Formula: C11H8 O3
• Molecular Weight: 188.183
• Hs Code.: 29181990
• European Community (EC) Number: 240-759-7
• NSC Number: 689433,148862
• UNII: 72XA858I6P
• DSSTox Substance ID: DTXSID3029312
• Nikkaji Number: J167.279G
• Wikidata: Q27266105
• ChEMBL ID: CHEMBL278950
• Mol file: 16712-64-4.mol

Synonyms:6-Hydroxy-2-naphthoic acid;16712-64-4;6-hydroxynaphthalene-2-carboxylic acid;2-Naphthalenecarboxylic acid, 6-hydroxy-;6-Hydroxy-2-naphthalenecarboxylic acid;6-Carboxy-2-naphthol;2-Naphthoic acid, 6-hydroxy-;2-Hydroxynaphthalene-6-carboxylic acid;6-Hydroxy-beta-naphthoic acid;NSC 148862;6-Hydroxy-naphthalene-2-carboxylic acid;EINECS 240-759-7;NSC 689433;2-hydroxy-6-naphthoic acid;2-Naphthol-6-carboxylic Acid;UNII-72XA858I6P;CHEMBL278950;DTXSID3029312;72XA858I6P;MFCD00060070;NSC689433;NSC-148862;NSC-689433;2-Napthalenecarboxylic acid, 6-hydroxy-;EC 240-759-7;HNCA;6-hydroxy-2-naphtoic acid;6-Hydroxy-2-napthoic acid;6-hydroxy 2-naphthoic acid;2 Hydroxy 6 Naphthoic Acid;SCHEMBL44327;2-hydroxy-6-carboxynaphthalene;6-hydroxy-2-carboxynaphthalene;DTXCID609312;4-CHLORO-6-METHYLFLAVONE;CHEBI:193581;6-Hydroxy-2-naphthoic acid, 98%;6-hydroxyl-2-naphthaleneformic acid;BCP20067;Tox21_200732;BDBM50057339;GEO-01537;NSC148862;5-NAPHTHOL-1-CARBOXYLIC ACID;AKOS001213537;6-HYDROXY-2-CARBOXYLNAPHTHALENE;AC-9509;CS-W016817;FS-1340;HYDROXY-2-NAPHTHOIC ACID, 6-;PB47354;2-hydroxy-naphthalene-6-carboxylic acid;6-Hydroxy-2-naphthalene carboxylic acid;NCGC00248815-01;NCGC00258286-01;LS-96006;SY014339;CAS-16712-64-4;FT-0621157;FT-0621158;H0612;EN300-24140;P16614;Q-200554;Q27266105;F0001-0611;6-Hydroxy-2-naphthalenecarboxylic acid 100 microg/mL in Acetonitrile;94857-18-8

Chemical Property of 6-Hydroxy-2-naphthoic acid

Chemical Property:

• Appearance/Colour: pale brown powder
• Vapor Pressure: 2.35E-07mmHg at 25°C
• Melting Point: 240-250 °C(lit.)
• Refractive Index: 1.6400 (estimate)
• Boiling Point: 407 °C at 760 mmHg
• PKA: 4.34±0.30(Predicted)
• Flash Point: 214.1 °C
• PSA: 57.53000
• Density: 1.399 g/cm³
• LogP: 2.24360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Insoluble in water
• Water Solubility.: 99mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

6-Hydroxy-2-naphthoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)O)C=C1C(=O)O
• Uses: 6-hydroxy-2-naphthoic acid is used for preparation engineering plastics, organic pigments, liquid crystal materials, medicine, particularly as a monomer of heat-resistant material. 6-Hydroxy-2-naphthoic acid may be used in the synthesis of 5-bromo-6-hydroxy-2-naphthoic acid and liquid-crystalline epoxy resins.

Technology Process of 6-Hydroxy-2-naphthoic acid

There total 46 articles about 6-Hydroxy-2-naphthoic 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: 100.0%

6-acetoxy-2-naphthoic acid (17295-26-0) → 6-Hydroxy-2-naphthoic acid (16712-64-4)

Guidance literature:

6-acetoxy-2-naphthoic acid; With sodium hydroxide; water; at 90 ℃; for 15h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2009.03.013

Reference yield: 100.0%

methyl 6-hydroxynaphthalene-2-carboxylate (17295-11-3) → 6-Hydroxy-2-naphthoic acid (16712-64-4)

Guidance literature:

methyl 6-hydroxynaphthalene-2-carboxylate; With sodium hydroxide; water; at 90 ℃; for 15h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2009.03.013

Reference yield: 99.0%

hydrogenchloride (7647-01-0,15364-23-5) + ethyl 6-hydroxy-2-naphthoate (17295-12-4) → 6-Hydroxy-2-naphthoic acid (16712-64-4)

Guidance literature:

ethyl 6-hydroxy-2-naphthoate; With sodium hydroxide; In water; at 36 ℃; for 10h;

hydrogenchloride; In water;

upstream raw materials:

6-bromo-naphthalen-2-ol

n-butyllithium

2-cyano-6-methoxynaphthalene

2-methoxy-6-naphthoic acid

Downstream raw materials:

6-ethoxy-[2]naphthoic acid

ethyl 6-hydroxy-2-naphthoate

1,2,3,4-tetrahydro-2-naphthoic acid

6-acetoxy-2-naphthoic acid

Refernces

Gelation behavior of 2H-Chromene N-acylamino acid conjugates

10.1021/jo900066m

This research investigates the gelation behavior of 2H-chromene-based conjugates of N-acyl-1,ω-amino acids, natural amino acids, and dipeptides. The purpose is to understand how the chain length of the spacer affects the gelation properties of these compounds in DMF and DMSO. 6-Hydroxynaphthalene-2-carboxylic acid is the starting material for the synthesis of 3,3-diphenyl-3H-benzo[f]chromene-8-carboxylic acid (3). The study found that conjugates with longer chain lengths (11 and 12) strongly gelate in both solvents, forming stable gels at room temperature. Conjugates with shorter chain lengths (6, 7, and 8) partially gelate at low temperatures but do not form stable gels at room temperature. Further reduction in chain length (4 and 5) eliminates gelation ability. The natural amino acid conjugates do not gelate, while the dipeptide conjugate partially gelates DMF at low temperatures. The research concludes that the gelation properties are significantly influenced by the chain length of the spacer, with longer chains promoting more stable gel formation.