5-Amino-1-naphthol

Base Information

• Chemical Name: 5-Amino-1-naphthol
• CAS No.: 83-55-6
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 29222990
• European Community (EC) Number: 201-486-9
• NSC Number: 1499
• UNII: AG7EQ6HH6B
• DSSTox Substance ID: DTXSID1058894
• Nikkaji Number: J70.179C
• Wikidata: Q72439874
• ChEMBL ID: CHEMBL1852875
• Mol file: 83-55-6.mol

Synonyms:5-amino-1-naphthol;5-amino-1-naphthol hydrochloride

Chemical Property of 5-Amino-1-naphthol

Chemical Property:

• Appearance/Colour: pale purple to brown-purple crystalline powder
• Vapor Pressure: 2.92E-06mmHg at 25°C
• Melting Point: 190 °C (dec.)(lit.)
• Refractive Index: 1.6070 (estimate)
• Boiling Point: 378.3 °C at 760 mmHg
• PKA: 3.97(at 25℃)
• Flash Point: 182.6 °C
• PSA: 46.25000
• Density: 1.281 g/cm³
• LogP: 2.70880
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99.9% ^*data from raw suppliers

5-Amino-1-naphthol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=C2O)C(=C1)N
• Uses: 5-Amino-1-naphthol is used as a coupling component for azo dyes (coupling takes place ortho to the amino or hydroxyl group, or para to the hydroxyl group depending on the pH), and as an intermediate for sulfur dyes.

Technology Process of 5-Amino-1-naphthol

There total 22 articles about 5-Amino-1-naphthol 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: 95.0%

5-nitro-1-naphthol (6304-46-7) → 5-amino-1-naphthol (83-55-6)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In isopropyl alcohol; at 50 ℃; for 2h; under 6000.6 Torr;

Reference yield: 82.0%

5-azidonaphthalen-1-ol (51642-27-4) → 5-amino-1-naphthol (83-55-6)

Guidance literature:

With iron(III) oxide; hydrazine hydrate; In water; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c2cy20776a

Reference yield: 12.0%

5-nitro-1-tetralone (51114-73-9) → 5-amino-1-naphthol (83-55-6) + 5-nitro-1-naphthol (6304-46-7) + 5-amino-3,4-dihydronaphthalen-1(2H)-one (41823-28-3)

Guidance literature:

5%-palladium/activated carbon; In diethylene glycol dimethyl ether; at 130 ℃; for 18h;

upstream raw materials:

α-naphthol

1-aminonaphthalene-5-sulfonic acid

8-amino-4-hydroxy-naphthalene-1-sulfonic acid

1,5-naphthalenediamine

Downstream raw materials:

1,5-dihydroxynaphthalene

5-amino-1-hydroxy-naphthalene-2-sulfonic acid

1,5-naphthalenediamine

N-[5-hydroxy-8-(4-dimesitylborylphenylazo)-1-naphthyl] amine

Refernces

• 1、 -. "Process for producing 1,5-diaminonaphthalene". Page 4. . Retrieved 2008/06/13.
• 2、 -. "Method for preparing adduct of butadiene polymer or copolymer and α, β-ethylenically unsaturated dicarboxylic acid compound". . . Retrieved 2008/06/13.