2,6-Dibromo-4-nitroaniline

Base Information

• Chemical Name: 2,6-Dibromo-4-nitroaniline
• CAS No.: 827-94-1
• Molecular Formula: C6H4Br2N2O2
• Molecular Weight: 295.918
• Hs Code.: 29214200
• European Community (EC) Number: 212-577-8
• NSC Number: 38765
• UNII: GWI915PON9
• DSSTox Substance ID: DTXSID7052573
• Nikkaji Number: J38.263I
• Wikidata: Q27279324
• ChEMBL ID: CHEMBL3560559
• Mol file: 827-94-1.mol

Synonyms:2,6-dibromo-4-nitroaniline

Chemical Property of 2,6-Dibromo-4-nitroaniline

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 205-207 °C(lit.)
• Refractive Index: 1.697
• Boiling Point: 366.8 °C at 760 mmHg
• PKA: -3.43±0.20(Predicted)
• Flash Point: 175.6 °C
• PSA: 71.84000
• Density: 2.177 g/cm³
• LogP: 3.80640
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 295.86190
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dibromo-4-nitroaniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=C(C=C(C(=C1Br)N)Br)[N+](=O)[O-]
• Uses: 2,6-Dibromo-4-nitroaniline is an intermediate in the synthesis of PBB 180 (P215190), a brominated biphenyls that can be used as a flame retardant and often incorporated into consumer products including appliances, electronics and plastics. 2,6-Dibromo-4-nitroaniline has been used in the synthesis of:blue disperse dyes7-bromo-5-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylic aciddiphenols-amides such as N-(2,6-dibromo-4-nitrophenyl)-4,4-bis(4-hydroxyphenyl)-pentanamide and N-(2,6-diiodo-4-nitrophenyl)-4,4-bis(4-hydroxyphenyl)-pentanamide

Technology Process of 2,6-Dibromo-4-nitroaniline

There total 41 articles about 2,6-Dibromo-4-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: 87.0%

2-bromo-4-nitroaniline (13296-94-1) → 2,6-dibromo-4-nitroaniline (827-94-1)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1134/S1070427209090122

Reference yield: 84.0%

4-nitro-aniline (100-01-6,104810-17-5) → 2,6-dibromo-4-nitroaniline (827-94-1) + 2-bromo-4-nitroaniline (13296-94-1)

Guidance literature:

With dihydrogen peroxide; potassium bromide; In water; acetonitrile;

DOI:10.1016/j.poly.2012.09.036

Reference yield:

bromine (7726-95-6) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,6-dibromo-4-nitroaniline (827-94-1) + 2-bromo-4-nitroaniline (13296-94-1)

Guidance literature:

DOI:10.1557/JMR.2000.0182

upstream raw materials:

2,6-dibromo-N-nitroaniline

2,4,6-tribromo-N-nitro-aniline

1,3-dibromo-2-methoxy-5-nitrobenzene

1,2,3-tribromo-5-nitrobenzene

Downstream raw materials:

3,5-dibromonitrobenzene

m-nitrobromobenzene

1,2,3-tribromo-5-nitrobenzene

1,3-dibromo-2,5-dinitrobenzene