1-(4-Chlorophenoxy)-2-nitrobenzene

Base Information

• Chemical Name: 1-(4-Chlorophenoxy)-2-nitrobenzene
• CAS No.: 39145-47-6
• Molecular Formula: C12H8ClNO3
• Molecular Weight: 249.653
• Hs Code.: 2909309090
• European Community (EC) Number: 254-316-0
• DSSTox Substance ID: DTXSID8021694
• Nikkaji Number: J261.320D
• Wikidata: Q72457298
• ChEMBL ID: CHEMBL2270122
• Mol file: 39145-47-6.mol

Synonyms:39145-47-6;1-(4-Chlorophenoxy)-2-nitrobenzene;2-Nitro-4'-chlorodiphenyl ether;1-[(4-chlorophenyl)oxy]-2-nitrobenzene;2-Nitro-4`-chloro-diphenyl ether;Benzene, 1-(4-chlorophenoxy)-2-nitro-;EINECS 254-316-0;p-chlorophenyl-o-nitrophenyl ether;4-CHLOROPHENYL 2-NITROPHENYL ETHER;ISOAMYLUNDECYLENATE;SCHEMBL641831;2-Nitro-4'-chlorodiphenylether;CHEMBL2270122;DTXSID8021694;2-(4-Chlorophenoxy)nitrobenzene;4-Chloro-2'-nitrodiphenyl ether;KVYVAGCVKWBOBS-UHFFFAOYSA-N;2-(4-Chlorophenoxy)-1-nitrobenzene;AKOS001482618;LS-185000;FT-0645193;A26491;SR-01000393877;SR-01000393877-1;4'-Chloro-2-nitrodiphenyl ether;-[(4-Chlorophenyl)oxy]-2-nitrobenzene

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

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 344.985 °C at 760 mmHg
• Flash Point: 162.441 °C
• PSA: 55.05000
• Density: 1.358 g/cm³
• LogP: 4.56370
• XLogP3: 3.9
• 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

1-(4-Chlorophenoxy)-2-nitrobenzene ^*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)Cl
• Uses: 1-(4-Chlorophenoxy)-2-nitrobenzene is used as a reagent in the synthesis of novel benzamide derivatives containing a diphenyl ether moiety which display good antifungal and insecticidal properties. 1-(4-chlorophenoxy)-2-nitrobenzene also displays fungicidal activity against certain phytopathogenic fungi.

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

There total 10 articles about 1-(4-Chlorophenoxy)-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: 99.0%

4-chloro-phenol (106-48-9,82344-39-6) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 1-(4-chlorophenoxy)-2-nitrobenzene (39145-47-6)

Guidance literature:

With caesium carbonate; In acetonitrile; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.03.045

Reference yield: 96.0%

p-chlorophenyl mesylate (6317-27-7) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 1-(4-chlorophenoxy)-2-nitrobenzene (39145-47-6)

Guidance literature:

With CsCO₃; In dimethyl sulfoxide; at 80 ℃; for 20h;

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

Reference yield: 95.0%

4-chloro-phenol (106-48-9,82344-39-6) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 1-(4-chlorophenoxy)-2-nitrobenzene (39145-47-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 3h;

DOI:10.1007/s11164-019-03760-0

upstream raw materials:

1-nitro-2-phenoxy-benzene

4-chloro-phenol

2-Chloronitrobenzene

potassium 4-chlorophenoxide

Downstream raw materials:

2-(4-chlorophenoxy)aniline

2-Formylamino-4'-chlor-diphenylaether

acetic acid-[2-(4-chloro-phenoxy)-4-nitro-anilide]

2-chlorodibenzofuran

Refernces

• 1、 Chen, Jin,Dai, Linfang,Li, Jiayu,Mohammadnia, Majid. "Pd based on 2-Aminopyrimidine and 1H-benzo[d]imidazol-2-amine functionalizedFe3O4 nanoparticles as novel recyclable magnetic nanocatalysts for Ullmann coupling reaction". . . Retrieved 2020/05/25.
• 2、 Khodaei, Mohammad Mehdi,Alizadeh, Abdolhamid,Haghipour, Maryam. "Preparation and characterization of isatin complexed with Cu supported on 4-(aminomethyl) benzoic acid-functionalized Fe3O4 nanoparticles as a novel magnetic catalyst for the Ullmann coupling reaction". . p. 2727 - 2747. Retrieved 2019/02/13.