3-Chloro-4-(4-chlorophenoxy)aniline

Base Information

• Chemical Name: 3-Chloro-4-(4-chlorophenoxy)aniline
• CAS No.: 24900-79-6
• Molecular Formula: C12H9 Cl2 N O
• Molecular Weight: 254.116
• Hs Code.: 2922299090
• European Community (EC) Number: 246-519-8
• NSC Number: 151251
• UNII: CL785R3XV3
• DSSTox Substance ID: DTXSID10179610
• Nikkaji Number: J286.418E
• Wikidata: Q83050139
• Mol file: 24900-79-6.mol

Synonyms:3-Chloro-4-(4-chlorophenoxy)aniline;24900-79-6;2,4'-Dichloro-4-aminodiphenyl ether;3-Chloro-4-(4-chlorophenoxy)benzenamine;CL785R3XV3;EINECS 246-519-8;NSC-151251;Benzenamine, 3-chloro-4-(4-chlorophenoxy)-;NSC-14501;UNII-CL785R3XV3;Oprea1_787579;SCHEMBL554722;DTXSID10179610;O(c1ccc(Cl)cc1)c2ccc(N)cc2Cl;ZAA90079;MFCD00459649;NSC151251;STK389353;3-chloro-4-(p-chlorophenoxy)-aniline;AKOS000100383;3-chloro-4-(4-chlorophenoxy)-aniline;CS-W010190;DS-9351;NSC 151251;s10620;3-CHLORO-4-P-CHLOROPHENOXYANILINE;Aniline, 3-chloro-4-(p-chlorophenoxy)-;3-chloro-4-(4-chlorophenoxy)-benzenamine;3-Chloro-4-(4-chlorophenoxy)aniline, 97%;FT-0638468;3-CHLORO-4-(P-CHLOROPHENOXY)PHENYLAMINE;A817535;W-110604

Chemical Property of 3-Chloro-4-(4-chlorophenoxy)aniline

Chemical Property:

• Vapor Pressure: 1.65E-05mmHg at 25°C
• Melting Point: 73-77 °C(lit.)
• Boiling Point: 364.7°Cat760mmHg
• PKA: 3.54±0.10(Predicted)
• Flash Point: 174.4°C
• PSA: 35.25000
• Density: 1.364g/cm³
• LogP: 4.94910
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 253.0061193
• Heavy Atom Count: 16
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-4-(4-chlorophenoxy)aniline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC2=C(C=C(C=C2)N)Cl)Cl
• Uses: 3-Chloro-4-(4-chlorophenoxy)aniline is used as a reactant in the synthesis of dual protonophore-chitinase inhibitors.

Technology Process of 3-Chloro-4-(4-chlorophenoxy)aniline

There total 5 articles about 3-Chloro-4-(4-chlorophenoxy)aniline 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: 89.0%

4-(4'-chlorophenoxy)-3-chloronitrobenzene (22544-07-6) → 3-chloro-4-(4-chlorophenoxy)-benzenamine (24900-79-6)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 110 ℃; for 6h;

DOI:10.1016/j.bmcl.2020.127408

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 3-chloro-4-(4-chlorophenoxy)-benzenamine (24900-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH (60percent in oil) / 1.) DMSO, 2.) DMSO, 85 deg C, 24 h

2: 62 percent / SnCl₂*2H₂O, conc. HCl / acetic acid / 3 h / Heating

With hydrogenchloride; sodium hydride; tin(ll) chloride; In acetic acid;

DOI:10.1021/jm00115a020

Reference yield:

3,4-dichloronitrobenzene (99-54-7) → 3-chloro-4-(4-chlorophenoxy)-benzenamine (24900-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH (60percent in oil) / 1.) DMSO, 2.) DMSO, 85 deg C, 24 h

2: 62 percent / SnCl₂*2H₂O, conc. HCl / acetic acid / 3 h / Heating

With hydrogenchloride; sodium hydride; tin(ll) chloride; In acetic acid;

DOI:10.1021/jm00115a020

upstream raw materials:

4-(4'-chlorophenoxy)-3-chloronitrobenzene

3,4-dichloronitrobenzene

4-chloro-phenol

3-chloro-4-fluoronitrobenzene

Downstream raw materials:

4-p-Chlorphenoxy-3,3',4'-trichlor-carbanilid

rafoxanide

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

N-[3-Chloro-4-(4-chloro-phenoxy)-phenyl]-2-hydroxy-3-methanesulfonyl-benzamide

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、 Sjogren, Eric B.,Rider, Michael A.,Nelson, Peter H.,Bingham, Stanford,Poulton, Anthony L.,et al.. "Synthesis and Biological Activity of a Series of Diaryl-Substituted α-Cyano-β-hydroxypropenamides, a New Class of Anthelmintic Agents". . p. 3295 - 3301. Retrieved 2007/10/02.