1-Bromo-4-nitrobenzene

Base Information

• Chemical Name: 1-Bromo-4-nitrobenzene
• CAS No.: 586-78-7
• Deprecated CAS: 1425113-44-5
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 29049085
• European Community (EC) Number: 209-583-8
• NSC Number: 3526
• UNII: W2D6WLV889
• DSSTox Substance ID: DTXSID7060415
• Nikkaji Number: J29.536A
• Wikidata: Q63396463
• Mol file: 586-78-7.mol

Synonyms:1-bromo-4-nitrobenzene

Chemical Property of 1-Bromo-4-nitrobenzene

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 0.0304mmHg at 25°C
• Melting Point: 124-126 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 252.635 °C at 760 mmHg
• Flash Point: 106.59 °C
• PSA: 45.82000
• Density: 1.719 g/cm³
• LogP: 2.88050
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 200.94254
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22-62-51/53-46-45
• Safety Statements: 36/37/39-26-22-61-53-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])Br
• Uses: It can be employed as a syntheses material intermediate. It is also used as a pharmaceutical intermediate.

Technology Process of 1-Bromo-4-nitrobenzene

There total 111 articles about 1-Bromo-4-nitrobenzene 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: 68.0%

bromobenzene (108-86-1,52753-63-6) → 2-nitrophenyl bromide (577-19-5) + para-nitrophenyl bromide (586-78-7)

Guidance literature:

With nitric acid; at 50 ℃; for 3h;

DOI:10.1039/c2ra21582a

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 4-chlorobenzonitrile (100-00-5) + para-nitrophenyl bromide (586-78-7)

Guidance literature:

With sulfuric acid; acetic acid; Behandlung der Diazoniumsalz-Loesung mit CuCl und wss. HBr;

DOI:10.1039/jr9410000770

Reference yield:

4-nitrophenyl 4-methylbenzenesulfonate (1153-45-3) → p-nitrobenzene iodide (636-98-6) + 4-chlorobenzonitrile (100-00-5) + para-nitrophenyl bromide (586-78-7)

Guidance literature:

With dodecyltributylphosphonium iodide; at 100 ℃; Rate constant; various substituents on benzene ring and on the leaving group, in various molten phosphonium halides;

DOI:10.1021/ja00308a045

upstream raw materials:

peracetic acid

4-bromoacetanilide

bromobenzene

nitro acetate

Downstream raw materials:

3-methyl-6-(4-nitro-phenylsulfanyl)-pyridazine

NSC 13585

2-bromophenazine

2-bromo-phenazine 5-oxide

Refernces

• 1、 Kleene. "-". . p. 866,867. Retrieved 1948.
• 2、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 3、 Baucom, Kyle D.,Brown, Derek B.,Caille, Seb,Murray, James I.,Quasdorf, Kyle,Silva Elipe, Maria V.. "Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid". supporting information. . Retrieved 2021/06/30.