m-Chlorophenyl p-nitrophenyl ether

Base Information

• Chemical Name: m-Chlorophenyl p-nitrophenyl ether
• CAS No.: 2303-23-3
• Molecular Formula: C12H8 Cl N O3
• Molecular Weight: 249.653
• NSC Number: 52578
• DSSTox Substance ID: DTXSID80177582
• Nikkaji Number: J75.046H
• Wikidata: Q83047903
• Mol file: 2303-23-3.mol

Synonyms:2303-23-3;1-Chloro-3-(4-nitrophenoxy)benzene;m-Chlorophenyl p-nitrophenyl ether;3-Chloro-4'-nitrodiphenyl ether;Benzene, 1-chloro-3-(4-nitrophenoxy)-;ETHER, m-CHLOROPHENYL p-NITROPHENYL;3'-Chloro-4-nitrobiphenyl ether;3-Chlorophenyl 4'-nitrophenyl ether;NSC 52578;BRN 1979683;1-(3-CHLOROPHENOXY)-4-NITROBENZENE;Benzene, 1-chloro-3-(4-nitrophenoxy)- (9CI);SCHEMBL11157408;DTXSID80177582;4-Nitrophenyl 3-chlorophenyl ether;CAA30323;NSC52578;NSC-52578;LS-67797

Chemical Property of m-Chlorophenyl p-nitrophenyl ether

Chemical Property:

• Vapor Pressure: 8.73E-05mmHg at 25°C
• Boiling Point: 350.7°Cat760mmHg
• Flash Point: 165.9°C
• PSA: 55.05000
• Density: 1.358g/cm³
• LogP: 4.56370
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 249.0192708
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

3-CHLOROPHENYL-4-NITROPHENYL ETHER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of m-Chlorophenyl p-nitrophenyl ether

There total 8 articles about m-Chlorophenyl p-nitrophenyl ether 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: 100.0%

3-monochlorophenol (108-43-0) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-chloro-3-(4-nitrophenoxy)benzene (2303-23-3)

Guidance literature:

With cesium fluoride/clinoptilolite; In dimethyl sulfoxide; at 110 ℃; for 0.15h;

DOI:10.1139/cjc-2015-0300

Reference yield: 95.0%

1-<(tert-butyldimethylsilyl)oxy>-3-chlorobenzene (126644-71-1) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-chloro-3-(4-nitrophenoxy)benzene (2303-23-3)

Guidance literature:

With P(i-BuNCH₂CH₂)3N; In toluene; at 180 ℃; for 1.5h; microwave irradiation;

DOI:10.1016/j.tetlet.2008.03.089

Reference yield:

para-nitrophenyl bromide (586-78-7) → 1-chloro-3-(4-nitrophenoxy)benzene (2303-23-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Cu

2: aq. HCl / ethanol

3: (i) NaNO₂, aq. HCl, (ii) CuCl

With hydrogenchloride; copper; In ethanol;

DOI:10.1021/jo00827a004

upstream raw materials:

3-monochlorophenol

para-nitrophenyl bromide

3-amino-4'-nitrodiphenyl ether

1-<(tert-butyldimethylsilyl)oxy>-3-chlorobenzene

Downstream raw materials:

N-(5-amino-2-chlorophenyl)acetamide

Refernces

• 1、 Keipour, Hoda,Hosseini, Abolfazl,Afsari, Amir,Oladee, Razieh,Khalilzadeh, Mohammad A.,Ollevier, Thierry. "CsF/clinoptilolite: An efficient solid base in SNAr and copper-catalyzed Ullmann reactions". . p. 95 - 104. Retrieved 2016/01/16.
• 2、 Raders, Steven M.,Verkade, John G.. "P(i-BuNCH2CH2)3N: an efficient promoter for the microwave synthesis of diaryl ethers". . p. 3507 - 3511. Retrieved 2008/09/21.