5-Chloro-2-(4-chlorophenoxy)aniline

Base Information

• Chemical Name: 5-Chloro-2-(4-chlorophenoxy)aniline
• CAS No.: 121-27-7
• Deprecated CAS: 56646-10-7
• Molecular Formula: C12H9Cl2NO
• Molecular Weight: 254.116
• Hs Code.: 2922299090
• European Community (EC) Number: 204-460-5
• NSC Number: 42129
• UNII: LK5QE26HRU
• DSSTox Substance ID: DTXSID6059520
• Nikkaji Number: J215.855H
• Wikidata: Q72517793
• ChEMBL ID: CHEMBL1617156
• Mol file: 121-27-7.mol

Synonyms:5-Chloro-2-(4-chlorophenoxy)aniline;121-27-7;2-Amino-4,4'-dichlorodiphenyl ether;4,4'-Dichloro-2-aminodiphenyl ether;Benzenamine, 5-chloro-2-(4-chlorophenoxy)-;Fast Red FR base;C12H9Cl2NO;5-Chloro-2-(p-chlorophenoxy)aniline;4,4'-Chloro-2-aminodiphenyl ether;Aniline, 5-chloro-2-(p-chlorophenoxy)-;EINECS 204-460-5;NSC 42129;NSC-42129;2-AMINO-4,4/'-DICHLORODIPHENYL ETHER;MLS000565207;MFCD00027391;SMR000152375;NSC42129;2-Amino-4,4`-dichloro-diphenyl ether;5-chloro-2-(4-chlorophenoxy)phenylamine;LK5QE26HRU;C.I.37075(base);cid_80414;SCHEMBL7140487;CHEMBL1617156;DTXSID6059520;BDBM67867;2-Amino-4,4'-dichlordiphenylether;AKOS000101569;2-Amino-4,4\'-dichlorodiphenyl ether;DS-0789;2-(4-Chlorophenoxy)-5-chlorobenzenamine;5-Chloro-2-(4-chlorophenoxy)benzenamine;NCGC00246160-01;TS-00812;AM20050561;CS-0010207;FT-0601026;EN300-35096;A26483;O11394;W-109448;[5-chloro-2-(4-chlorophenoxy)phenyl]amine;hydrochloride;5-chloranyl-2-(4-chloranylphenoxy)aniline;5-Chloro-2-(4-chlorophenoxy)-benzenamin;5-chloro-2-(4-Chlorophenoxy)-Benzenamine

Chemical Property of 5-Chloro-2-(4-chlorophenoxy)aniline

Chemical Property:

• Melting Point: 51-53°C(lit.)
• Boiling Point: 354 °C at 760 mmHg
• PKA: 2.99±0.10(Predicted)
• Flash Point: 167.9 °C
• PSA: 35.25000
• Density: 1.364 g/cm³
• LogP: 4.94910
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4
• 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:

99% ^*data from raw suppliers

2-Amino-4,4'-dichlorodiphenyl Ether >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC2=C(C=C(C=C2)Cl)N)Cl

Technology Process of 5-Chloro-2-(4-chlorophenoxy)aniline

There total 6 articles about 5-Chloro-2-(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: 99.0%

4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene (135-12-6) → 2-(4'-chlorophenoxy)-5-chloro-aniline (121-27-7)

Guidance literature:

With iron(III) chloride; hydrazine hydrate; In methanol; at 50 ℃;

DOI:10.1016/j.bmc.2015.05.018

Reference yield:

2,5-dichloronitrobenzene (89-61-2) → 2-(4'-chlorophenoxy)-5-chloro-aniline (121-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 150 °C

2: iron; diluted acetic acid / 100 °C

With water; iron; acetic acid;

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 2-(4'-chlorophenoxy)-5-chloro-aniline (121-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 20 °C

2: iron(III) chloride; pyrographite; hydrazine hydrate / methanol / 50 °C / Reflux

With iron(III) chloride; sodium hydride; pyrographite; hydrazine hydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.06.008

upstream raw materials:

4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene

acetic acid

2,5-dichloronitrobenzene

4-chloro-phenol

Downstream raw materials:

acetic acid-[5-chloro-2-(4-chloro-phenoxy)-anilide]

1-Benzoyl-3-[5-chloro-2-(4-chloro-phenoxy)-phenyl]-thiourea

2-p-Chlorphenoxy-4',5-dichlorcarbanilid

5'-chloro-2'-(p-chlorophenoxy)-isonicotinanilide

Refernces

• 1、 Nakao, Akira,Suzuki, Hiroko,Ueno, Hiroaki,Iwasaki, Hiroshi,Setsuta, Tomofumi,Kashima, Akiko,Sunada, Shinji. "Discovery and structural analyses of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs". . p. 4952 - 4969. Retrieved 2015/08/03.
• 2、 Nakao, Akira,Suzuki, Hiroko,Ueno, Hiroaki,Iwasaki, Hiroshi,Setsuta, Tomofumi. "Discovery of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs". . p. 4336 - 4340. Retrieved 2014/10/15.