1-Hydroxy-3-nitronaphthalene

Base Information

• Chemical Name: 1-Hydroxy-3-nitronaphthalene
• CAS No.: 19256-80-5
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.16700
• DSSTox Substance ID: DTXSID20566835
• Wikidata: Q82452596
• Mol file: 19256-80-5.mol

Synonyms:1-Hydroxy-3-nitronaphthalin;3-Nitro-1-naphthol;3-Nitro-1-oxy-naphthalin;1-Naphthalenol,3-nitro;3-nitro-1-naphthalenol;1-Hydroxy-3-nitronaphthalene;3-Nitro-naphthol-(1);1-Naphthalenol, 3-nitro-;

Chemical Property of 1-Hydroxy-3-nitronaphthalene

Chemical Property:

• PSA: 66.05000
• LogP: 2.97680
• XLogP3: 2.2
• 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:

99.90% ^*data from raw suppliers

3-Nitronaphthalen-1-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-Hydroxy-3-nitronaphthalene

There total 7 articles about 1-Hydroxy-3-nitronaphthalene 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: 91.0%

1-Methoxy-3-nitronaphthalene (13802-40-9) + benzyl bromide (100-39-0) → 3-Nitro-1-naphthol (19256-80-5)

Guidance literature:

With hydrogen bromide; In acetic acid; for 6h; Heating;

DOI:10.1021/jo00310a013

Reference yield:

3-nitro-1-naphthalenamine (3229-86-5) → 3-Nitro-1-naphthol (19256-80-5)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01543a029

Reference yield:

2,4-dinitronaphthalene (606-37-1) → 3-Nitro-1-naphthol (19256-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 43.5 percent / Na₂S / H₂O / 3 h / 90 °C

2: 1) NaNO₂, aq. H₂SO₄, 2) aq. H₂SO₄ / 1) acetic acid, below 5 deg C, 2) 30 min, reflux

With sodium sulfide; sulfuric acid; sodium nitrite; In water;

DOI:10.1007/BF00816858

upstream raw materials:

3-nitro-1-naphthalenamine

1-Fluoro-3-nitronaphthalin

1-Methoxy-3-nitronaphthalene

benzyl bromide

Downstream raw materials:

tert-butyl (1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indole-3-carboxylate

3-(tert-butyloxycarbonyl)-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzindole

5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benzindole

(+)-(1S)-5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benzindole