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

6-Benzyloxy-naphthalene-2-carboxylic Acid Benzyl Ester

methyl 6-hydroxynaphthalene-2-carboxylate

6-methoxy-2-naphthoic acid methyl ester

Refernces

• 1、 Sasaki, Sayaka,Azuma, Eriko,Sasamori, Takahiro,Tokitoh, Norihiro,Kuramochi, Kouji,Tsubaki, Kazunori. "Formation of Phenalenone Skeleton by an Unusual Rearrangement Reaction". . p. 4846 - 4849. Retrieved 2017.
• 2、 -. "Preparation method of 6-hydroxy-2-naphthoic acid". Paragraph 0030; 0033-0035; 0039-0040; 0045; 0048-0049. . Retrieved 2021/11/27.
• 3、 -. "Production of aromatic hydroxycarboxylic acid". Paragraph 0047. . Retrieved 2018/07/14.