1-Chloro-2-(4-nitrophenoxy)benzene

Base Information

• Chemical Name: 1-Chloro-2-(4-nitrophenoxy)benzene
• CAS No.: 2091-61-4
• Molecular Formula: C12H8 Cl N O3
• Molecular Weight: 249.653
• Hs Code.: 2909309090
• European Community (EC) Number: 218-243-8
• DSSTox Substance ID: DTXSID60175066
• Nikkaji Number: J75.047F
• Wikidata: Q83045301
• ChEMBL ID: CHEMBL2270115
• Mol file: 2091-61-4.mol

Synonyms:1-Chloro-2-(4-nitrophenoxy)benzene;2091-61-4;2-Chloro-1-(4-nitrophenoxy)benzene;2-Chlorophenyl 4'-nitrophenyl ether;Benzene, 1-chloro-2-(4-nitrophenoxy)-;2'-Chloro-4-nitrobiphenyl ether;EINECS 218-243-8;BRN 1883196;ETHER, o-CHLOROPHENYL p-NITROPHENYL;p-(Chlorophenoxy)-nitrobenzene;SCHEMBL6901140;CHEMBL2270115;2-Chloro-4'-nitrodiphenyl ether;DTXSID60175066;CAA09161;BS-22044;LS-67798;Benzene, 1-chloro-2-(4-nitrophenoxy)- (9CI);A815015

Chemical Property of 1-Chloro-2-(4-nitrophenoxy)benzene

Chemical Property:

• Vapor Pressure: 0.000271mmHg at 25°C
• Boiling Point: 333.1°Cat760mmHg
• Flash Point: 155.2°C
• PSA: 55.05000
• Density: 1.358g/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-Chloro-2-(4-nitrophenoxy)benzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Chloro-2-(4-nitrophenoxy)benzene

There total 7 articles about 1-Chloro-2-(4-nitrophenoxy)benzene 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%

2-monochlorophenol (95-57-8) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-chloro-2-(4-nitrophenoxy)benzene (2091-61-4)

Guidance literature:

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

DOI:10.1139/cjc-2015-0300

Reference yield: 88.0%

2-chlorophenyl methanesulfonate (17186-79-7) + para-nitrophenyl bromide (586-78-7) → 1-chloro-2-(4-nitrophenoxy)benzene (2091-61-4)

Guidance literature:

With potassium phosphate; 1-butyl-3-methylimidazolium Tetrafluoroborate; at 110 ℃; for 25h;

DOI:10.3390/12040861

Reference yield: 82.0%

2-chlorophenyl methanesulfonate (17186-79-7) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-chloro-2-(4-nitrophenoxy)benzene (2091-61-4)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; for 0.133333h; microwave irradiation;

DOI:10.1080/00397910701412901

upstream raw materials:

2-monochlorophenol

para-nitrophenyl bromide

4-chlorobenzonitrile

2-chlorophenyl methanesulfonate

Downstream raw materials:

4-(2-chlorophenoxy)aniline

2-monochlorophenol

4-nitrophenylhydrazone

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、 Khim, Seock-Kyu,Bauman, John,Evans, Jarred,Freeman, Beverly,King, Beverly,Kirkland, Thomas,Kochanny, Monica,Lentz, Dao,Liang, Amy,Mendoza, Lisa,Phillips, Gary,Tseng, Jih-Lie,Wei, Robert G.,Ye, Hong,Yu, Limei,Parkinson, John,Guilford, William J.. "Discovery of novel and potent aryl diamines as leukotriene A4 hydrolase inhibitors". scheme or table. p. 3895 - 3898. Retrieved 2009/04/07.