2-Chloro-4-nitro-1-phenoxybenzene

Base Information

• Chemical Name: 2-Chloro-4-nitro-1-phenoxybenzene
• CAS No.: 56966-69-9
• Molecular Formula: C12H8 Cl N O3
• Molecular Weight: 249.653
• European Community (EC) Number: 260-482-5
• NSC Number: 167597
• UNII: FD9701FBBA
• DSSTox Substance ID: DTXSID00205538
• Nikkaji Number: J267.157C
• Wikidata: Q27277928
• Mol file: 56966-69-9.mol

Synonyms:2-Chloro-4-nitro-1-phenoxybenzene;56966-69-9;2-Chloro-4-nitrodiphenyl ether;EINECS 260-482-5;UNII-FD9701FBBA;FD9701FBBA;NSC-167597;NSC167597;Benzene, 2-chloro-4-nitro-1-phenoxy-;Oprea1_249680;SCHEMBL4029870;DTXSID00205538;STL220579;AKOS016026028;NSC 167597;CHLORO-4-NITROPHENYL ETHER, 2-;3-CHLORO-4-PHENOXY-1-NITROBENZENE;Q27277928

Chemical Property of 2-Chloro-4-nitro-1-phenoxybenzene

Chemical Property:

• Vapor Pressure: 0.000514mmHg at 25°C
• Boiling Point: 322.8°Cat760mmHg
• Flash Point: 149°C
• PSA: 55.05000
• Density: 1.358g/cm³
• LogP: 4.56370
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 249.0192708
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-4-nitro-1-phenoxybenzene

There total 8 articles about 2-Chloro-4-nitro-1-phenoxybenzene 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-chloro-4-fluoronitrobenzene (350-30-1) + phenol (108-95-2,27073-41-2) → 2-chloro-4-nitro-1-phenoxy-benzene (56966-69-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 17h;

DOI:10.1016/j.bmcl.2020.127408

Reference yield: 93.7%

3,4-dichloronitrobenzene (99-54-7) → 2-chloro-4-nitro-1-phenoxy-benzene (56966-69-9)

Guidance literature:

With ammonia; sodium phenoxide;

Reference yield: 92.19%

3-chloro-4-fluoronitrobenzene (350-30-1) + benzyl alcohol (100-51-6,185532-71-2) → 2-chloro-4-nitro-1-phenoxy-benzene (56966-69-9)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 40 ℃;

upstream raw materials:

3,4-dichloronitrobenzene

potassium phenolate

3-chloro-4-fluoronitrobenzene

3-chloro-4-phenoxyaniline

Downstream raw materials:

3,5-dichloro-N-(3-chloro-4-phenoxyphenyl)-2-hydroxybenzamide

3-chloro-4-phenylethoxyaniline

1-(3-Chloro-4-phenoxyphenyl)thiourea

N³-(3-chloro-4-phenoxyphenyl)-1H-[1,2,4]triazole-3,5-diamine

Refernces

• 1、 Fujii, Shinya,Ishigami-Yuasa, Mari,Isobe, Kiyoshi,Kagechika, Hiroyuki,Kikuchi, Eriko,Mori, Takayasu,Suzuyama, Honoka,Uchida, Shinichi,Watanabe, Yuko. "Structural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK inhibitors blocking WNK kinase signaling". supporting information. . Retrieved 2020/07/21.
• 2、 Gallagher, Rory T.,Basu, Souradeep,Stuart, David R.. "Trimethoxyphenyl (TMP) as a Useful Auxiliary for in situ Formation and Reaction of Aryl(TMP)iodonium Salts: Synthesis of Diaryl Ethers". supporting information. p. 320 - 325. Retrieved 2019/12/11.