2-(4-Chlorophenoxy)aniline

Base Information

• Chemical Name: 2-(4-Chlorophenoxy)aniline
• CAS No.: 2770-11-8
• Molecular Formula: C12H10ClNO
• Molecular Weight: 219.671
• Hs Code.: 2922290090
• European Community (EC) Number: 220-461-3
• UNII: EGP2SG2VOE
• DSSTox Substance ID: DTXSID70182064
• Nikkaji Number: J299.225F
• Wikidata: Q72456387
• Mol file: 2770-11-8.mol

Synonyms:2-(4-Chlorophenoxy)aniline;2770-11-8;2-(4'-chlorophenoxy)aniline;Benzenamine, 2-(4-chlorophenoxy)-;2-(4-chlorophenoxy)benzenamine;2-Amino-4'-chlorodiphenyl Ether;EGP2SG2VOE;2-(4-chlorophenoxy)phenylamine;EINECS 220-461-3;UNII-EGP2SG2VOE;CHLOROPHENOXYANILINE;Diethyl3,4-furandicarboxylate;SCHEMBL641390;DTXSID70182064;2-(4-chloro-phenoxy)-phenylamine;2-(P-CHLOROPHENOXY)ANILINE;MFCD00025168;AKOS000100478;ANILINE, O-(P-CHLOROPHENOXY)-;SB79377;DS-11779;CHLOROPHENOXYANILINE [USP IMPURITY];BB 0216626;CS-0156626;FT-0634478;EN300-55041;F19182;A819164;Q-200142;Z274541868

Chemical Property of 2-(4-Chlorophenoxy)aniline

Chemical Property:

• Melting Point: 69-70°C
• Refractive Index: 1.6180-1.6220
• Boiling Point: 321 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 148 °C
• PSA: 35.25000
• Density: 1.26 g/cm³
• LogP: 4.29570
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 219.0450916
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Chlorophenoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)OC2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenoxy)aniline

There total 9 articles about 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: 78.0%

1-(4-chlorophenoxy)-2-nitrobenzene (39145-47-6) → 2-(4-chlorophenoxy)aniline (2770-11-8)

Guidance literature:

1-(4-chlorophenoxy)-2-nitrobenzene; With iron; ammonium chloride; In ethanol; water; for 1h; Heating / reflux;

With water; sodium hydrogencarbonate; Product distribution / selectivity;

Reference yield:

1-(4-chlorophenoxy)-2-nitrobenzene (39145-47-6) → 2-(4-chlorophenoxy)aniline (2770-11-8) + N-(2-(4-chlorophenoxy)phenyl) hydroxylamine

Guidance literature:

With hydrogen; In ethanol; at 80 ℃; for 6h; under 7500.75 Torr; chemoselective reaction;

DOI:10.1016/j.mcat.2019.110702

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 2-(4-chlorophenoxy)aniline (2770-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent

2: hydrazinium hydroxide / Raney nickel / ethanol / Heating

With hydrazine hydrate; nickel; In ethanol; 1: Etherification / 2: Reduction;

DOI:10.1135/cccc20000862

upstream raw materials:

1-(4-chlorophenoxy)-2-nitrobenzene

4-chloro-phenol

2-Chloronitrobenzene

1-nitro-2-phenoxy-benzene

Downstream raw materials:

2-chlorodibenzofuran

1-isothiocyanato-2-(4-chloro-phenoxy)-benzene

2-p-Chlorphenoxy-4'-chlorcarbanilid

[2-(4-chloro-phenoxy)-phenyl]-2-nitro-benzylamine

Refernces

• 1、 Bustamante, Tatiana M.,Dinamarca, Robinson,Torres, Cecilia C.,Pecchi, Gina,Campos, Cristian H.. "Pd-Co catalysts prepared from palladium-doped cobalt titanate precursors for chemoselective hydrogenation of halonitroarenes". . . Retrieved 2019/12/24.
• 2、 Panda, Niranjan,Mattan, Irshad,Ojha, Subhadra,Purohit, Chandra Shekhar. "Synthesis of medium-sized (6-7-6) ring compounds by iron-catalyzed dehydrogenative C-H activation/annulation". supporting information. p. 7861 - 7870. Retrieved 2018/11/21.