1,3-Naphthalenediol

Base Information

• Chemical Name: 1,3-Naphthalenediol
• CAS No.: 132-86-5
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• Hs Code.: 29029090
• European Community (EC) Number: 205-079-7
• NSC Number: 115890
• UNII: 5X457YEW8Y
• DSSTox Substance ID: DTXSID8059631
• Nikkaji Number: J5.577H
• Wikidata: Q27262989
• Metabolomics Workbench ID: 133266
• ChEMBL ID: CHEMBL381547
• Mol file: 132-86-5.mol

Synonyms:1,3-dihydroxynaphthalene;naphthoresorcinol;naphthoresorcinol, radical ion (1-)

Chemical Property of 1,3-Naphthalenediol

Chemical Property:

• Appearance/Colour: orange-pink to brown crystalline powder
• Vapor Pressure: 9.93E-06mmHg at 25°C
• Melting Point: 123-125 °C(lit.)
• Refractive Index: 1.725
• Boiling Point: 361.5 °C at 760 mmHg
• PKA: 9.15±0.40(Predicted)
• Flash Point: 185.5 °C
• PSA: 40.46000
• Density: 1.33 g/cm³
• LogP: 2.25100
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• Solubility.: ethanol: soluble50mg/mL
• Water Solubility.: Soluble in ethanol (50 mg/ml), and water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99%min , ^*data from raw suppliers

1,3-Dihydroxynaphthalene >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1=CC=C2C(=C1)C=C(C=C2O)O
• Uses: Reagent for sugars, oils, and for glucuronic acid in urine: Forsyth, Nature 161, 239 (1948); Heyns, Kelch, Z. Anal. Chem. 139, 339 (1953). 1,3-Naphthalenediol is a derivative of naphthalene (N345600) and may have antibacterial activity against oral bacteria.Dyes and metabolites.

Technology Process of 1,3-Naphthalenediol

There total 28 articles about 1,3-Naphthalenediol 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: 60.3%

1,3-diacetoxynaphthalene (59335-80-7) → 1,3-dihydroxynaphthalene (132-86-5) + 1-acetoxy-3-hydroxynaphthalene (93182-35-5) + 3-acetoxy-1-hydroxynaphthalene (93182-34-4)

Guidance literature:

With water; alpha cyclodextrin; at 25 ℃; for 0.00833333h; Product distribution; pH= 10.6;

DOI:10.1016/S0040-4039(01)91082-2

Reference yield:

ethyl 3-oxo-4-phenylbutyrate (718-08-1) → 1,3-dihydroxynaphthalene (132-86-5)

Guidance literature:

With sulfuric acid;

DOI:10.1039/jr9440000053

Reference yield:

1,3-dihydroxy-[2]naphthoic acid (3147-58-8) → 1,3-dihydroxynaphthalene (132-86-5)

Guidance literature:

With water; at 100 ℃; im Einschlussrohr;

upstream raw materials:

ethyl 3-oxo-4-phenylbutyrate

1,3-dihydroxy-[2]naphthoic acid

N,N'-naphthalene-1,3-diyl-bis-acetamide

1,3-diacetoxynaphthalene

Downstream raw materials:

2,3,4,5-tetraphenylfuran

1,3-dimethoxynaphthalene

3-phenylnaphthalen-1-ol

naphthalene-1,3-diamine

Refernces

• 1、 Jia, Jianguang,Ohno, Teruhisa,Masaki, Yuji,Matsumura, Michio. "Dihydroxylation of naphthalene by molecular oxygen and water using TiO2 photocatalysts". . p. 963 - 964. Retrieved 1999.
• 2、 Meyer,Bloch. "-". . p. 637,639. Retrieved 1955.