4-Bromo-1-fluoro-2-nitrobenzene

Base Information

• Chemical Name: 4-Bromo-1-fluoro-2-nitrobenzene
• CAS No.: 364-73-8
• Molecular Formula: C6H3BrFNO2
• Molecular Weight: 219.998
• Hs Code.: 29049090
• European Community (EC) Number: 639-340-5
• DSSTox Substance ID: DTXSID40371281
• Nikkaji Number: J1.802.833F
• Wikidata: Q72456271
• Mol file: 364-73-8.mol

Synonyms:4-Bromo-1-fluoro-2-nitrobenzene;364-73-8;5-Bromo-2-fluoronitrobenzene;1-Bromo-4-fluoro-3-nitrobenzene;2-fluoro-5-Bromonitrobenzene;BENZENE, 4-BROMO-1-FLUORO-2-NITRO-;4-Bromo-1-fluoro-2-nitro-benzene;MFCD00129165;4-bromo-1-fluoro-2-nitrobenzen;5-bromo-fluoronitrobenzene;5-bromo-2-fluronitrobenzene;SCHEMBL40706;2-nitro 4-bromo fluorobenzene;3-bromo-6-fluoro-nitrobenzene;3-nitro-4-fluoro-bromobenzene;5-bromo-2-fluoro-nitrobenzene;5-bromo-2-fluoronitro benzene;4-bromo-1-flouro-2-nitrobenzene;DTXSID40371281;UQEANKGXXSENNF-UHFFFAOYSA-N;4-bromo-1-fluoro -2-nitrobenzene;AKOS005259690;AKOS015888121;AC-2530;CS-W001134;GS-3005;4-Bromo-1-fluoro-2-nitrobenzene, 96%;A6300;AM20060259;B2075;FT-0615184;EN300-54745;J-514542;Z815304632

Chemical Property of 4-Bromo-1-fluoro-2-nitrobenzene

Chemical Property:

• Appearance/Colour: clear yellow to brownish liquid after melting
• Vapor Pressure: 0.0234mmHg at 25°C
• Melting Point: 18-19 °C(lit.)
• Refractive Index: n20/D 1.575(lit.)
• Boiling Point: 257.5 °C at 760 mmHg
• Flash Point: 109.5 °C
• PSA: 45.82000
• Density: 1.808 g/cm³
• LogP: 3.01960
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Difficult to mix.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 218.93312
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-1-fluoro-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)[N+](=O)[O-])F
• Uses: Used in the synthesis of anti-inflammatory agents.1 4-Bromo-1-fluoro-2-nitrobenzene is used in the synthesis of anti-inflammatory agents.

Technology Process of 4-Bromo-1-fluoro-2-nitrobenzene

There total 5 articles about 4-Bromo-1-fluoro-2-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: 97.1%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 4-Bromo-1-fluoro-2-nitrobenzene (364-73-8)

Guidance literature:

With N-Bromosuccinimide; acetic acid; at 15 ℃;

Reference yield: 64.0%

3-fluoro-2-nitro-benzoic acid (1000339-51-4) → 4-Bromo-1-fluoro-2-nitrobenzene (364-73-8)

Guidance literature:

With copper(I) oxide; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bismuth (III) nitrate pentahydrate; oxygen; sodium bromide; In dimethyl sulfoxide; at 170 ℃; for 10h; regioselective reaction; Catalytic behavior; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.9b00460

Reference yield:

nitric acid (7697-37-2,78989-43-2) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-bromo-2,6-dinitrophenol (40466-95-3) + 4-Bromo-1-fluoro-2-nitrobenzene (364-73-8) + 2-bromo-5-fluoronitrobenzene (446-09-3) + para-nitrophenyl bromide (586-78-7)

Guidance literature:

upstream raw materials:

4-Fluoro-3-nitroaniline

1-Bromo-4-fluorobenzene

nitric acid

ortho-nitrofluorobenzene

Downstream raw materials:

4-fluoro-2'-methoxy-3-nitrobiphenyl

4-bromo-2-nitrophenol

4-bromo-1-dehydroabietylamino-2-nitrobenzene

N-(5-bromo-2-fluorophenyl)acetamide

Refernces

• 1、 Fu, Zhengjiang,Jiang, Yongqing,Wang, Shuiliang,Song, Yuanyuan,Guo, Shengmei,Cai, Hu. "Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group". supporting information. p. 3003 - 3007. Retrieved 2019/05/10.
• 2、 Prakash, G. K. Surya,Mathew, Thomas,Hoole, Dushyanthi,Esteves, Pierre M.,Wang, Qi,Rasul, Golam,Olah, George A.. "N-halosuccinimide/BF3-H2O, efficient electrophilic halogenating systems for aromatics". . p. 15770 - 15776. Retrieved 2007/10/03.