1,4-Dihydroxy-2-naphthoic acid

Base Information

• Chemical Name: 1,4-Dihydroxy-2-naphthoic acid
• CAS No.: 31519-22-9
• Molecular Formula: C11H8O4
• Molecular Weight: 204.182
• Hs Code.: 29182900
• European Community (EC) Number: 250-674-7
• UNII: 1U77MR5Q7O
• DSSTox Substance ID: DTXSID0037730
• Nikkaji Number: J27.838F
• Wikidata: Q27102818
• Metabolomics Workbench ID: 51151
• ChEMBL ID: CHEMBL1232286
• Mol file: 31519-22-9.mol

Synonyms:1,4-dihydroxy-2-naphthoate;1,4-dihydroxy-2-naphthoic acid

Chemical Property of 1,4-Dihydroxy-2-naphthoic acid

Chemical Property:

• Appearance/Colour: Slight greenish yellow powder
• Vapor Pressure: 2.55E-09mmHg at 25°C
• Melting Point: 220 °C (dec.)(lit.)
• Refractive Index: 1.761
• Boiling Point: 461.7 °C at 760 mmHg
• PKA: 2.89±0.30(Predicted)
• Flash Point: 247.1 °C
• PSA: 77.76000
• Density: 1.535 g/cm³
• LogP: 1.94920
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 204.04225873
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

1,4-Dihydroxy-2-naphthoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=C2O)C(=O)O)O
• Uses: 1,4-Dihydroxy-2-naphthoic acid from Propionibacterium freudenreichii is known to promote the proliferation of Bifidobacterium. It has potential therapeutic application for psoriasis treatment.

Technology Process of 1,4-Dihydroxy-2-naphthoic acid

There total 9 articles about 1,4-Dihydroxy-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: 87.0%

Diethyl 1,4-dihydroxynaphthalene-2,3-dicarboxylate (59883-07-7) → 1,4-dihydroxy-2-naphthoic acid (31519-22-9)

Guidance literature:

With sodium hydroxide; sodium thiosulfate; In water; for 18h; Ambient temperature;

DOI:10.1021/jo00330a018

Reference yield: 60.0%

C32H44N7O20P3S (97226-61-4) → 1,4-dihydroxy-2-naphthoic acid (31519-22-9)

Guidance literature:

enzymatic conversion with naphthoate synthase;

DOI:10.1016/S0040-4039(00)98315-1

Reference yield:

1,4-Dihydroxynaphthalene (571-60-8) + di(propylene glycol) monomethyl ether (13588-28-8) → 1,4-dihydroxy-2-naphthoic acid (31519-22-9)

Guidance literature:

With carbon dioxide; sodium methylate;

upstream raw materials:

Diethyl 1,4-dihydroxynaphthalene-2,3-dicarboxylate

1-hydroxy-2-naphthoic acid

C₃₂H₄₄N₇O₂₀P₃S

carbon dioxide

Downstream raw materials:

2-chloro-1,4-naphthoquinone

1,4-diacetoxynaphthalene

4-acetoxy-1-hydroxy-[2]naphthoic acid

1,4-Naphthohydrochinon-2-carboxanilid