2,6-Dibromo-4-nitrophenol

Base Information

• Chemical Name: 2,6-Dibromo-4-nitrophenol
• CAS No.: 99-28-5
• Molecular Formula: C6H3Br2NO3
• Molecular Weight: 296.903
• Hs Code.: 29089990
• European Community (EC) Number: 202-744-3
• NSC Number: 2585
• DSSTox Substance ID: DTXSID7059191
• Nikkaji Number: J53.751I
• Wikidata: Q72464687
• Mol file: 99-28-5.mol

Synonyms:2,6-DIBROMO-4-NITROPHENOL;99-28-5;Phenol, 2,6-dibromo-4-nitro-;4-Nitro-2,6-dibromophenol;NSC 2585;EINECS 202-744-3;BRN 1245050;2,6-dibromo-4-nitro-phenol;AI3-01539;MFCD00007334;4-06-00-01366 (Beilstein Handbook Reference);NSC2585;2,6-dibrom-4-nitrophenol;WLN: WNR DQ CE EE;Phenol,6-dibromo-4-nitro-;SCHEMBL994720;Dibromo-4-nitrophenol, 2,6-;2,6-dibromo-4-nitro-phenolate;DTXSID7059191;AMY25073;NSC-2585;AKOS000120620;BS-18285;SY013982;LS-104312;CS-0112292;D0197;FT-0610554;EN300-17400;D89612;AE-641/02482064;SR-01000044609;SR-01000044609-1;Z56926513;F0123-0024

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

Chemical Property:

• Appearance/Colour: yellow columnar crystals
• Vapor Pressure: 0.000744mmHg at 25°C
• Melting Point: 145 °C (dec.)(lit.)
• Refractive Index: 1.6220 (estimate)
• Boiling Point: 297.8 °C at 760 mmHg
• PKA: 3.67±0.44(Predicted)
• Flash Point: 133.9 °C
• PSA: 66.05000
• Density: 2.247 g/cm³
• LogP: 3.34860
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 296.84592
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)O)Br)[N+](=O)[O-]

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

There total 50 articles about 2,6-Dibromo-4-nitrophenol 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: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 2,6-dibromo-4-nitrophenol (99-28-5) + 2-bromo-4-nitrophenol (5847-59-6)

Guidance literature:

With N-Bromosuccinimide; lithium perchlorate; silica gel; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1139/v05-001

Reference yield: 74.0%

2,4,6-tribromophenol (118-79-6) → 2,6-dibromo-4-nitrophenol (99-28-5)

Guidance literature:

With nitric acid; In diethyl ether; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(03)01618-6

Reference yield: 42.0%

sodium 3,5-dibromo-4-hydroxybenzoate (115049-60-0) → 2,6-dibromo-4-nitrophenol (99-28-5) + 2,4-dibromo-6-nitrophenol (15969-09-2)

Guidance literature:

With acetic acid; sodium nitrite; at 20 ℃; for 3h;

DOI:10.1134/S1070428008050084

upstream raw materials:

4-nitro-phenol

p-nitrosophenol

2,4-dibromo-6-nitrophenol

2,6-dibromophenol

Downstream raw materials:

(2.6-Dibrom-4-nitro-phenyl)-acetat

o-dibromo-p-nitrophenyl methanesulfonate

1,3-dibromo-2-(3-isopropyl-4-methoxyphenoxy)-5-nitrobenzene

benzyl-(2,6-dibromo-4-nitro-phenyl)-ether

Refernces

• 1、 -. "Method for photocatalytic synthesis of polybrominated phenol compound in water phase". Paragraph 0012; 0034. . Retrieved 2019/08/30.
• 2、 Saikia, Indranirekha,Chakraborty, Pranita,Sarma, Manas Jyoti,Goswami, Mridusmita,Phukan, Prodeep. "Rapid and total bromination of aromatic compounds using TsNBr2 without any catalyst". . p. 211 - 217. Retrieved 2015/10/29.