4-Bromonaphthalen-2-amine

Base Information

• Chemical Name: 4-Bromonaphthalen-2-amine
• CAS No.: 74924-94-0
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.084
• Hs Code.: 2921450090
• DSSTox Substance ID: DTXSID10478933
• Nikkaji Number: J2.278.334C
• Mol file: 74924-94-0.mol

Synonyms:4-Bromonaphthalen-2-amine;74924-94-0;2-Amino-4-bromonaphthalene;2-Naphthalenamine, 4-bromo-;4-Bromo-2-naphthalenamine;4-bromonaphthalen-2-ylamine;2-Naphthalenamine,4-bromo-;SCHEMBL11801599;DTXSID10478933;AMY42474;BCP19169;MFCD17012399;AKOS016012902;DS-5342;SB79624;FT-0758928;EN300-217478;O11192;A903242

Chemical Property of 4-Bromonaphthalen-2-amine

Chemical Property:

• Melting Point: 70-71 °C
• Boiling Point: 360.7±15.0 °C(Predicted)
• PKA: 3.33±0.10(Predicted)
• PSA: 26.02000
• Density: 1.563±0.06 g/cm3(Predicted)
• LogP: 3.76570
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 220.98401
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

4-Bromonaphthalen-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C=C2Br)N
• Uses: 4-Bromonaphthalen-2-amine is used in preparation of azaphenanthrene derivatives as organic electroluminescent device materials.

Technology Process of 4-Bromonaphthalen-2-amine

There total 8 articles about 4-Bromonaphthalen-2-amine 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: 83.0%

4-bromo-2-nitronaphthalene (7499-65-2) → 4-bromonaphthalene-2-amine (74924-94-0)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 80 ℃; for 0.5h;

Reference yield: 39.0%

4-bromo-naphthalen-2-ol (5498-31-7) → 4-bromonaphthalene-2-amine (74924-94-0)

Guidance literature:

4-bromo-2-naphthol; With ammonium acetate; at 275 ℃; for 15h; Microwave irradiation;

With hydrogenchloride; In ethanol; water monomer; Reflux;

DOI:10.1021/jacs.1c13020

Reference yield:

N-(4-bromo-2-nitronaphthalen-1-yl)acetamide (7499-73-2) → 4-bromonaphthalene-2-amine (74924-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. H₂SO₄ / ethanol

2: (deamination)

3: H₂ / PtO₂ / ethanol

With sulfuric acid; hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1021/jo01067a044

upstream raw materials:

4-bromo-2-nitronaphthalene

acetic acid

2-nitro-1-naphthylamine

4-bromo-2-nitro-1-naphthylamine

Downstream raw materials:

4-bromo-naphthalen-2-ol

1-bromo-3-chloronaphthalene

1,3-dibromonaphthalene

1-bromo-3-fluoro-naphthalene