4-Nitro-1-naphthol

Base Information

• Chemical Name: 4-Nitro-1-naphthol
• CAS No.: 605-62-9
• Molecular Formula: C10H7 N O3
• Molecular Weight: 189.17
• Hs Code.: 2908999090
• NSC Number: 400336
• DSSTox Substance ID: DTXSID00209238
• Wikidata: Q72495043
• ChEMBL ID: CHEMBL2312200
• Mol file: 605-62-9.mol

Synonyms:4-Nitro-1-naphthol;605-62-9;4-nitronaphthalen-1-ol;1-Naphthalenol, 4-nitro-;1-Hydroxy-4-nitronaphthalene;KAT8-IN-1;CHEMBL2312200;MFCD02179392;4-nitronaphthol;4-Nitronaphthalenol;NSC400336;4-nitro-naphthalen-1-ol;4-nitro-1-hydroxynaphthalene;SCHEMBL589663;LCZC1601;DTXSID00209238;BBL101777;BDBM50425036;STL555574;AKOS005174640;CS-W015955;HY-W015239;NSC 400336;NSC-400336;AC-29203;AS-13065;SY029584;AM20040822;FT-0632516;N0672;EN300-72349;A832781;F1905-7194;Z1147461131

Chemical Property of 4-Nitro-1-naphthol

Chemical Property:

• Vapor Pressure: 6.25E-07mmHg at 25°C
• Melting Point: 165-168°C
• Boiling Point: 398.8oC at 760 mmHg
• PKA: 6.22±0.40(Predicted)
• Flash Point: 179.8oC
• PSA: 66.05000
• Density: 1.413g/cm3
• LogP: 2.97680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99.9% ^*data from raw suppliers

4-Nitro-1-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2O)[N+](=O)[O-]

Technology Process of 4-Nitro-1-naphthol

There total 13 articles about 4-Nitro-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: 88.0%

1-Nitronaphthalene (86-57-7) → 4-nitro-1-naphthol (605-62-9) + 1-nitro-2-naphthol (550-60-7)

Guidance literature:

With tert.-butylhydroperoxide; sodium hydroxide; In ammonia; at -33 ℃; Yields of byproduct given;

DOI:10.1021/jo970726m

Reference yield: 65.0%

α-naphthol (90-15-3) → 4-nitro-1-naphthol (605-62-9) + 2-nitro-1-naphthol (607-24-9)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; water; silica gel; sodium nitrite; In hexane; at 20 ℃; for 4h; regioselective reaction;

DOI:10.2174/157017861202150213105836

Reference yield: 35.0%

1-Nitronaphthalene (86-57-7) → 1,4-naphthaquinone dioxime (14140-02-4) + 4-nitro-1-naphthol (605-62-9) + 1-nitro-2-naphthol (550-60-7) + 1,2-naphthoquinone 1-oxime (2636-79-5)

Guidance literature:

With potassionaphthalene; oxygen; In 1,2-dimethoxyethane; at -70 ℃; for 5h; Product distribution;

upstream raw materials:

1-acetamidonaphthalene

1-amino-4-nitronaphthalene

α-naphthol

4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one

Downstream raw materials:

1-nitro-4-tosyloxynaphthalene

N-<2-(4-nitro-1-naphthoxy)ethyl>aniline

1--4-nitronaphthalene

1-(4-((2-aminopyridin-4-yl)methoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea

Refernces

• 1、 Zhu, Lei,Zhang, Lin-Hua. "Specific para-hydroxylation of nitronaphthalenes with cumene hydroperoxide in basic aqueous media". . p. 3519 - 3522. Retrieved 2007/10/03.
• 2、 Makosza, Mieczyslaw,Sienkiewicz, Krzysztof. "Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen". . p. 4199 - 4208. Retrieved 2007/10/03.