3-Amino-2-naphthol

Base Information

• Chemical Name: 3-Amino-2-naphthol
• CAS No.: 5417-63-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 29222990
• European Community (EC) Number: 226-519-4
• NSC Number: 7941
• UNII: 29BKE27D17
• DSSTox Substance ID: DTXSID80202520
• Nikkaji Number: J217.993H
• Wikidata: Q27254416
• Mol file: 5417-63-0.mol

Synonyms:2-amino-3-hydroxynaphthalene

Chemical Property of 3-Amino-2-naphthol

Chemical Property:

• Melting Point: 229-230 °C(lit.)
• Boiling Point: 343.5 °C at 760 mmHg
• PKA: 9.36±0.40(Predicted)
• Flash Point: 161.6 °C
• PSA: 46.25000
• Density: 1.281 g/cm³
• LogP: 2.70880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• 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:

98% ^*data from raw suppliers

3-Amino-2-naphthol(90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 26-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)N)O
• Uses: 3-Amino-2-naphthol was used in the synthesis of 2-naphthyl-3-NHSO2CF3, 1-naphthyl-5-NHSO2CF3, benzoquinolinequinone and 3-chloro-2-napthol.

Technology Process of 3-Amino-2-naphthol

There total 18 articles about 3-Amino-2-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: 65.0%

3-(toluene-4-sulfonyloxy)-[2]naphthoic acid amide → 3-Amino-2-naphthol (5417-63-0)

Guidance literature:

With bromine; sodium hydroxide; In 1,4-dioxane; at 10 - 110 ℃; for 16.5h;

DOI:10.1016/bs.mie.2021.01.037

Reference yield:

→ 3-Amino-2-naphthol (5417-63-0)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01157a105

Reference yield:

3-nitro-naphthalen-2-ol (32361-60-7) → 3-Amino-2-naphthol (5417-63-0)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; at 0 ℃;

DOI:10.1021/jm050745l

upstream raw materials:

(3-hydroxy-[2]naphthyl)-carbamic acid methyl ester

(3-methoxy-[2]naphthyl)-carbamic acid ethyl ester

2,3-naphthalenediol

ethanol

Downstream raw materials:

2-naphth[2,3-d]oxazol-2-yl-benzenesulfonic acid

N-(3-hydroxy-[2]naphthyl)-benzamide

3-(2,4,6-Trinitro-anilino)-[2]naphthol

2,3-Diaminonaphthalene

Refernces

• 1、 Knasin, Alison L.,Schelter, Eric J.. "Synthetic modeling of the structure and function of the rare-earth dependent methanol dehydrogenase cofactor". . p. 19 - 55. Retrieved 2021/04/19.