2-Bromo-7-nitronaphthalene

Base Information

• Chemical Name: 2-Bromo-7-nitronaphthalene
• CAS No.: 102153-46-8
• Molecular Formula: C₁₀H₆BrNO₂
• Molecular Weight: 252.067
• DSSTox Substance ID: DTXSID90356543
• Wikidata: Q82135937
• Mol file: 102153-46-8.mol

Synonyms:2-bromo-7-nitronaphthalene;102153-46-8;3-Bromo-7-nitronaphthalene;2-Bromo-7-nitro-naphthalene;SCHEMBL5778139;DTXSID90356543;RQVJPIMATHLQEH-UHFFFAOYSA-N;FT-0764461

Chemical Property of 2-Bromo-7-nitronaphthalene

Chemical Property:

• Melting Point: 147-148 °C
• Boiling Point: 375.0±15.0 °C(Predicted)
• PSA: 45.82000
• Density: 1.662±0.06 g/cm3(Predicted)
• LogP: 4.03370
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 250.95819
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CC(=C2)Br)[N+](=O)[O-]

Technology Process of 2-Bromo-7-nitronaphthalene

There total 1 articles about 2-Bromo-7-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: 51.0%

7-nitro-2-naphthylamine (3230-36-2) → 2-bromo-7-nitro-naphthalene (102153-46-8)

Guidance literature:

With sulfuric acid; hydrogen bromide; copper(I) bromide; sodium nitrite; In acetic acid; at 0 ℃; for 1h;

Reference yield:

2-bromo-7-nitro-naphthalene (102153-46-8) → N-(7-bromonaphthalen-2-yl)-N-hydroxybenzamide

Guidance literature:

Multi-step reaction with 2 steps

1: 5% rhodium-on-charcoal; hydrazine hydrate / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / water; diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

With 5% rhodium-on-charcoal; sodium hydrogencarbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether; water;

DOI:10.1021/acs.orglett.9b00927

Reference yield:

2-bromo-7-nitro-naphthalene (102153-46-8) → N-(7-bromo-1-(3-cyano-2-hydroxy-5-nitrophenyl)naphthalen-2-yl)benzamide

Guidance literature:

Multi-step reaction with 3 steps

1: 5% rhodium-on-charcoal; hydrazine hydrate / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / water; diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere

3: potassium phosphate / dimethyl sulfoxide / 24 h / 30 °C / Inert atmosphere

With potassium phosphate; 5% rhodium-on-charcoal; sodium hydrogencarbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether; water; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.9b00927

upstream raw materials:

7-nitro-2-naphthylamine

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