4-Bromo-1-naphthylamine

Base Information

• Chemical Name: 4-Bromo-1-naphthylamine
• CAS No.: 2298-07-9
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.084
• Hs Code.: 29214500
• European Community (EC) Number: 218-944-9
• NSC Number: 120524,16028
• UNII: U4K4MVK8XS
• DSSTox Substance ID: DTXSID00177524
• Nikkaji Number: J213.172B
• Wikidata: Q72448340
• Mol file: 2298-07-9.mol

Synonyms:1-Amino-4-bromonaphthalene;4-Bromo-1-naphthylamine;2298-07-9;4-bromonaphthalen-1-amine;4-Bromo-1-naphthalenamine;1-Naphthalenamine, 4-bromo-;1-Naphthylamine, 4-bromo-;4-Bromo-1-naphthalenylamine;MFCD00004023;NSC 16028;NSC-16028;NSC-120524;NSC16028;4-bromonaphth-1-ylamine;U4K4MVK8XS;1-bromo-4-aminonapthalene;1-amion-4-bromonaphthalene;4-Bromo-naphthalen-1-ylamine;SCHEMBL295976;(4-Bromonaphthalen-1-yl)amine;LIUKLAQDPKYBCP-UHFFFAOYSA-;DTXSID00177524;1-Amino-4-bromonaphthalene, 97%;BCP30348;CS-D1353;STR04257;EINECS 218-944-9;BBL020616;NSC120524;STK893306;AKOS005257809;AC-2692;NSC 120524;SB67002;SY002587;AM20060558;FT-0607327;EN300-99169;Q-102386

Chemical Property of 4-Bromo-1-naphthylamine

Chemical Property:

• Appearance/Colour: WHITE TO BROWN TO DARK VIOLET POWDER WHITE TO BROWN TO DARK VIOLET POWDER, FIBERS CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 9.84E-05mmHg at 25°C
• Melting Point: 102-103 °C(lit.)
• Refractive Index: 1.718
• Boiling Point: 338.4 °C at 760 mmHg
• PKA: 2.93±0.10(Predicted)
• Flash Point: 158.5 °C
• PSA: 26.02000
• Density: 1.563 g/cm³
• LogP: 3.76570
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.9
• 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:

99.50% ^*data from raw suppliers

1-Amino-4-bromonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2Br)N
• Uses: 1-Amino-4-bromonaphthalene is a reagent used in catalytic asymmetric ring opening of meso-epoxides with aromatic amines in water. It can also be used to synthesize of 4-quinolones and quinolone heterocycles.

Technology Process of 4-Bromo-1-naphthylamine

There total 12 articles about 4-Bromo-1-naphthylamine 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: 95.0%

1-amino-naphthalene (134-32-7) → 4-Bromo-1-naphthylamine (2298-07-9)

Guidance literature:

With 1-butyl-3-methylimidazolium tribromide; at -10 ℃; for 0.0333333h;

DOI:10.1055/s-2004-831239

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: 42.0%

1-amino-naphthalene (134-32-7) → 4-Bromo-1-naphthylamine (2298-07-9) + 2,4-dibromo-1-naphthylamine (20191-76-8)

Guidance literature:

1-amino-naphthalene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

With poly[4-(dibutyliodostannyl)butyl]styrene; In diethyl ether; hexane; at 20 ℃; for 18h;

With bromine; In diethyl ether; hexane; dichloromethane; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo0480141

upstream raw materials:

4-amino-1-naphthalenesufonic acid

1-(acetylamino)-4-bromonaphthalene

N-(4-bromo-[1]naphthyl)-formamide

2-bromo-5,5-dimethyl-2-nitro-cyclohexane-1,3-dione

Downstream raw materials:

6-Bromobenzo(h)quinoline

4-bromo-1-(N,N-dimethylamino)naphthalene

1-(4-bromo-naphthalen-1-yl)-piperazine

1-[3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl]-3-{4-[6-(morpholin-4-ylmethyl)pyridin-3-yl]naphthalen-1-yl} urea

Refernces

• 1、 Jin, Jun,Lin, Yan,Liu, Yunyun,Wan, Jie-Ping,Wang, Chaoli. "Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes". . p. 12378 - 12385. Retrieved 2021/09/07.
• 2、 -. "Preparation method of high-purity 1,4-dibromonaphthalene". Page/Page column 6-12. . Retrieved 2019/10/01.