1-Amino-2-bromonaphthalene

Base Information

• Chemical Name: 1-Amino-2-bromonaphthalene
• CAS No.: 771-14-2
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.084
• Hs Code.: 2921450090
• European Community (EC) Number: 679-559-3
• DSSTox Substance ID: DTXSID40447278
• Nikkaji Number: J681.374G
• Wikidata: Q82266132
• Mol file: 771-14-2.mol

Synonyms:2-bromonaphthalen-1-amine;1-Amino-2-bromonaphthalene;771-14-2;2-Bromo-1-naphthylamine;1-Naphthalenamine, 2-bromo-;2-Bromo-1-naphthalenamine;1-Naphthylamine, 2-bromo-;SCHEMBL692053;DTXSID40447278;YEHNFUTUJAFCAW-UHFFFAOYSA-N;BCP31621;MFCD11870111;AKOS016000661;AC-27919;AS-47353;SY002901;B3411;CS-0102191;F13404;A852171;2-Bromonaphthalen-1-amine

Chemical Property of 1-Amino-2-bromonaphthalene

Chemical Property:

• Vapor Pressure: 9.22E-05mmHg at 25°C
• Melting Point: 67.0 to 71.0 °C
• Boiling Point: 339.4oC at 760 mmHg
• PKA: 1.05±0.10(Predicted)
• Flash Point: 159.1oC
• PSA: 26.02000
• Density: 1.563g/cm3
• LogP: 3.76570
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.2
• 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:

98% ^*data from raw suppliers

2-Bromonaphthalen-1-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=CC(=C2N)Br

Technology Process of 1-Amino-2-bromonaphthalene

There total 4 articles about 1-Amino-2-bromonaphthalene 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: 99.0%

1-amino-naphthalene (134-32-7) → 2-bromonaphthalen-1-amine (771-14-2)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/acs.joc.1c02906

Reference yield: 73.0%

1-amino-naphthalene (134-32-7) → 4-Bromo-1-naphthylamine (2298-07-9) + 2-bromonaphthalen-1-amine (771-14-2)

Guidance literature:

With N-Bromosuccinimide; zirconium(IV) chloride; In dichloromethane; at -80 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9ob00615j

Reference yield:

2-bromo-1-nitronaphthalene (4185-62-0) → 2-bromonaphthalen-1-amine (771-14-2)

Guidance literature:

With iron; iron(II) sulfate;

DOI:10.1039/jr9440000538

upstream raw materials:

2-bromo-1-nitronaphthalene

1-amino-naphthalene

Downstream raw materials:

2-o-tolylnaphthalen-1-amine

2-(4-chlorophenyl)naphthalen-1-amine

2-(2-methoxyphenyl)naphthalen-1-amine

phenyl-α-naphthylamine

Refernces

• 1、 Sweet, Jamie S.,Rajkumar, Sundaram,Dingwall, Paul,Knipe, Peter C.. "Atroposelective Synthesis, Structure and Properties of a Novel Class of Axially Chiral N-Aryl Quinolinium Salt". supporting information. p. 3980 - 3985. Retrieved 2021/03/31.
• 2、 Hurtová, Martina,Biedermann, David,Kuzma, Marek,K?en, Vladimír. "Mild and Selective Method of Bromination of Flavonoids". . p. 3324 - 3331. Retrieved 2020/11/30.