1-(4-Bromophenoxy)-2-nitrobenzene

Base Information

• Chemical Name: 1-(4-Bromophenoxy)-2-nitrobenzene
• CAS No.: 56966-62-2
• Molecular Formula: C12H8BrNO3
• Molecular Weight: 294.104
• NSC Number: 78380
• DSSTox Substance ID: DTXSID80291813
• Nikkaji Number: J1.107.024H
• Wikidata: Q72449089
• Mol file: 56966-62-2.mol

Synonyms:1-(4-bromophenoxy)-2-nitrobenzene;56966-62-2;NSC78380;NCIOpen2_004327;4-bromophenoxy-1-nitrobenzene;SCHEMBL1129149;2-(4-Bromophenoxy)-nitrobenzene;DTXSID80291813;MFCD00474965;NSC 78380;NSC-78380;(4-Bromophenyl)(2-nitrophenyl) ether;AKOS000201964;Z31206734

Chemical Property of 1-(4-Bromophenoxy)-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 4.72E-05mmHg at 25°C
• Refractive Index: 1.63
• Boiling Point: 360.1 °C at 760 mmHg
• Flash Point: 171.6 °C
• PSA: 55.05000
• Density: 1.563 g/cm³
• LogP: 4.67280
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 292.96876
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromophenoxy)-2-nitrobenzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])OC2=CC=C(C=C2)Br

Technology Process of 1-(4-Bromophenoxy)-2-nitrobenzene

There total 6 articles about 1-(4-Bromophenoxy)-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: 94.0%

4-bromophenyl methanesulfonate (68574-35-6) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 1-(2-nitrophenoxy)-4-bromobenzene (56966-62-2)

Guidance literature:

With CsCO₃; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00660-7

Reference yield: 83.0%

4-bromo-phenol (106-41-2) + 2-(N,N-dimethylaminosulfonyl)nitrobenzene (23530-43-0) → 1-(2-nitrophenoxy)-4-bromobenzene (56966-62-2)

Guidance literature:

With copper(II) acetate monohydrate; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h; regioselective reaction;

DOI:10.1080/00397911.2019.1574833

Reference yield: 48.0%

4-bromo-phenol (106-41-2) + 2-Chloronitrobenzene (88-73-3) → 1-(2-nitrophenoxy)-4-bromobenzene (56966-62-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 10h;

DOI:10.1016/j.tetlet.2012.07.096

upstream raw materials:

1-nitro-2-phenoxy-benzene

4-bromo-phenol

2-Chloronitrobenzene

4-bromophenyl methanesulfonate

Downstream raw materials:

benzoic acid-[2-(4-bromo-phenoxy)-anilide]

11-(4-cyano-phenyl)-dibenz[b,f][1,4]oxazepine-2-carbonitrile

4-(2-bromo-dibenz[b,f][1,4]oxazepin-11-yl)-benzonitrile

acetic acid-[5-bromo-2-(2,4-dibromo-phenoxy)-anilide]

Refernces

• 1、 Bandna,Guha, Nitul Ranjan,Shil, Arun K.,Sharma, Dharminder,Das, Pralay. "Ligand-free solid supported palladium(0) nano/microparticles promoted C-O, C-S, and C-N cross coupling reaction". supporting information. p. 5318 - 5322. Retrieved 2012/10/30.