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

Base Information

• Chemical Name: 1-Chloro-4-(4-nitrophenoxy)benzene
• CAS No.: 1836-74-4
• Molecular Formula: C12H8ClNO3
• Molecular Weight: 249.653
• Hs Code.: 2909309090
• European Community (EC) Number: 217-405-5
• NSC Number: 12989
• UNII: BPJ8C5CK9D
• DSSTox Substance ID: DTXSID50171451
• Nikkaji Number: J75.048D
• Wikidata: Q72456438
• ChEMBL ID: CHEMBL2270116
• Mol file: 1836-74-4.mol

Synonyms:1836-74-4;1-Chloro-4-(4-nitrophenoxy)benzene;1-(4-Chlorophenoxy)-4-nitrobenzene;p-Chlorophenyl p-nitrophenyl ether;Ether, 4-chlorophenyl 4-nitrophenyl;4'-Chloro-4-nitrobiphenyl ether;Benzene, 1-chloro-4-(4-nitrophenoxy)-;ETHER, p-CHLOROPHENYL p-NITROPHENYL;4-Chloro-4'-nitrodiphenyl ether;C12H8ClNO3;4-Chlorophenyl 4'-nitrophenyl ether;EINECS 217-405-5;NSC 12989;BPJ8C5CK9D;BRN 1914057;4-(4-chlorophenoxy)nitrobenzene;NSC-12989;Benzene, 1-chloro-4-(4-nitrophenoxy)- (9CI);4-Nitro-4'-chlorodiphenyl ether;4-Nitro-4'-chloro-diphenyl ether;4-(4'-chlorophenoxy)-nitrobenzene;Maybridge1_004927;UNII-BPJ8C5CK9D;Oprea1_830518;SCHEMBL7173350;CHEMBL2270116;HMS555H21;DTXSID50171451;4-(4'-nitrophenoxy)chlorobenzene;4-(4'-chlorophenoxy) nitrobenzene;NSC12989;MFCD00024652;AKOS015833785;1-(4-Chlorophenoxy)-4-nitrobenzene #;LS-67799;FT-0645195;A26497;F19186;SR-01000531542;SR-01000531542-1;3,4-Dihydroxythiophene-2,5-dicarboxylicaciddiethylester;4-Chloro-4-nitrobiphenylether;4-chlorophenyl4-nitrophenylether;Ether,p-chlorophenylp-nitrophenyl;4-Nitro-4-chloro-diphenyl ether;(4-Nitrophenyl)(4-chlorophenyl) ether

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

Chemical Property:

• Vapor Pressure: 1.28E-08mmHg at 25°C
• Melting Point: 76.5 °C
• Refractive Index: 1.651
• Boiling Point: 350.032 °C at 760 mmHg
• Flash Point: 165.494 °C
• PSA: 55.05000
• Density: 1.358 g/cm³
• LogP: 4.56370
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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: 253

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Chlorophenoxy)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

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

There total 27 articles about 1-Chloro-4-(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%

4-chloro-phenol (106-48-9,82344-39-6) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4-(4-chlorophenoxy)nitrobenzene (1836-74-4)

Guidance literature:

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

DOI:10.1139/cjc-2015-0300

Reference yield: 94.0%

para-dinitrobenzene (100-25-4) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-(4-chlorophenoxy)nitrobenzene (1836-74-4)

Guidance literature:

With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1002/aoc.3043

Reference yield: 92.3%

4-chlorobenzonitrile (100-00-5) + sodium 4-chlorophenolate (1193-00-6) → 4-(4-chlorophenoxy)nitrobenzene (1836-74-4)

Guidance literature:

With ammonia; In water;

upstream raw materials:

4-chlorodiphenyl ether

4-nitrophenyl phenyl ether

4-chloro-phenol

4-Fluoronitrobenzene

Downstream raw materials:

N-(4-(4-chlorophenoxy)phenyl)benzamide

3-(4-nitro-phenoxy)-pyridine

4-chlorophenyl benzoate

Refernces

• 1、 Ke, Qingping,Wu, Mingzhou,Wang, Chao,Lu, Guanzhong. "Ullmann Coupling Reaction of Nitro-Substituted Aryl Halides with Phenols under Mild Conditions: Micro-/Mesoporous Hierarchical LaAlPO-5 Zeolite Catalyst". . p. 1557 - 1563. Retrieved 2016.
• 2、 Blake, Steven,Thanissery, Rajani,Rivera, Alissa J.,Hixon, Mark S.,Lin, Mingliang,Theriot, Casey M.,Janda, Kim D.. "Salicylanilide Analog Minimizes Relapse of Clostridioides difficile Infection in Mice". . p. 6898 - 6908. Retrieved 2020/07/28.
• 3、 Kankanala, Jayakanth,Ribeiro, Carlos J. A.,Kiselev, Evgeny,Ravji, Azhar,Williams, Jessica,Xie, Jiashu,Aihara, Hideki,Pommier, Yves,Wang, Zhengqiang. "Novel Deazaflavin Analogues Potently Inhibited Tyrosyl DNA Phosphodiesterase 2 (TDP2) and Strongly Sensitized Cancer Cells toward Treatment with Topoisomerase II (TOP2) Poison Etoposide". . p. 4669 - 4682. Retrieved 2019/05/17.