4-Bromo-2-nitroaniline

Base Information

• Chemical Name: 4-Bromo-2-nitroaniline
• CAS No.: 875-51-4
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.022
• Hs Code.: 29214200
• European Community (EC) Number: 629-579-3
• NSC Number: 37396,10069
• DSSTox Substance ID: DTXSID0061248
• Nikkaji Number: J421.541I
• Wikidata: Q72448453
• Mol file: 875-51-4.mol

Synonyms:4-Bromo-2-nitroaniline;875-51-4;2-Nitro-4-bromoaniline;Benzenamine, 4-bromo-2-nitro-;4-Bromo-o-nitroaniline;p-Bromo-o-nitroaniline;4-Bromo-2-nitro-phenylamine;4-Bromo-2-nitrobenzeneamine;Aniline, 4-bromo-2-nitro-;4-bromo-2-nitrobenzenamine;MFCD00041312;NSC 10069;1-Amino-4-bromo-2-nitrobenzene;NSC 37396;BRN 2210198;AI3-15013;3-12-00-01670 (Beilstein Handbook Reference);4-bromo-2-nitro-aniline;4-bromo-2-nitrophenylamine;4bromo-2-nitroaniline;4-bromo-6-nitroaniline;LACTITOLMONOHYDRATE;4-bromo-2-nitro aniline;SCHEMBL120973;4-Bromo-2-nitro-N-phenylamine;4-Bromo-2-nitroaniline, 97%;DTXSID0061248;SCHEMBL13049948;BCP26964;NSC10069;NSC37396;NSC-10069;NSC-37396;STL356468;AKOS002320032;AC-2761;AS-0017;CS-W007476;BP-12740;LS-19620;SY002837;AM20041286;B3033;FT-0612053;EN300-36305;VU0549288-1;AC-907/25005375;W-203995;F9995-0098;Z351479760

Chemical Property of 4-Bromo-2-nitroaniline

Chemical Property:

• Appearance/Colour: yellow
• Vapor Pressure: 0.000151mmHg at 25°C
• Melting Point: 110-113 °C(lit.)
• Refractive Index: 1.669
• Boiling Point: 308.7 °C at 760 mmHg
• PKA: -1.05±0.10(Predicted)
• Flash Point: 140.5 °C
• PSA: 71.84000
• Density: 1.812 g/cm³
• LogP: 3.04390
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 215.95344
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-2-nitroaniline >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43-20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)[N+](=O)[O-])N
• Uses: 4-Bromo-2-nitroaniline is used for the synthesis of reagents such as ethyltriphenylphosphonium tribromide

Technology Process of 4-Bromo-2-nitroaniline

There total 36 articles about 4-Bromo-2-nitroaniline 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%

2-nitro-aniline (88-74-4) → 4-Bromo-2-nitroaniline (875-51-4)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In methanol; at 0 - 20 ℃; for 12h;

DOI:10.1016/S0040-4039(03)00834-7

Reference yield: 96.0%

4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide → 4-Bromo-2-nitroaniline (875-51-4)

Guidance literature:

With potassium carbonate; dimethyl sulfoxide; thiophenol; In acetonitrile; at 100 ℃; for 24h;

DOI:10.1002/chem.201404000

Reference yield: 92.0%

N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide → 4-Bromo-2-nitroaniline (875-51-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 90 ℃; for 8h;

DOI:10.1016/j.tet.2019.01.011

upstream raw materials:

2-(4-bromophenyl)isoindoline-1,3-dione

1,4-dibromo-2-nitrobenzene

4-bromo-1-chloro-2-nitrobenzene

N-(4-bromo-2-nitrophenyl)acetamide

Downstream raw materials:

7-bromo-1-oxido-1,2,4-benzotriazin-1-ium-3-amine

6-bromo-8-nitroquinoline

4-bromo-2-nitro-6-iodoaniline

4-[3-(4-benzylpiperidin-1-yl)prop-1-ynyl]-2-nitrobenzeneamine

Refernces

• 1、 Takahashi, Yusuke,Seki, Masahiko. "A Practical Procedure for Regioselective Bromination of Anilines". . p. 1828 - 1832. Retrieved 2021/04/15.
• 2、 Hu, Zijun,Liu, Kuan. "A Novel Conjugated Polymer Consists of Benzimidazole and Benzothiadiazole: Synthesis, Photophysics Properties, and Sensing Properties for Pd2+". . . Retrieved 2020/02/05.