5-Chloro-2-phenoxyaniline

Base Information

• Chemical Name: 5-Chloro-2-phenoxyaniline
• CAS No.: 93-67-4
• Molecular Formula: C12H10ClNO
• Molecular Weight: 219.671
• Hs Code.: 29093090
• European Community (EC) Number: 202-266-5
• NSC Number: 59759
• UNII: 66SM796MDB
• DSSTox Substance ID: DTXSID70239224
• Nikkaji Number: J60.222A
• Wikidata: Q27895415
• ChEMBL ID: CHEMBL1240673
• Mol file: 93-67-4.mol

Synonyms:5-Chloro-2-phenoxyaniline;93-67-4;2-Amino-4-chlorophenyl phenyl ether;Benzenamine, 5-chloro-2-phenoxy-;2-Amino-4-chlorodiphenyl ether;4-Chlor-2-aminodiphenylether;5-chloro-2-phenoxybenzenamine;2-Amino-4-chlorodiphenylether;66SM796MDB;Aniline, 5-chloro-2-phenoxy-;CHEMBL1240673;1-amino-5-chloro-2-phenoxybenzene;EINECS 202-266-5;NSC-59759;EC 202-266-5;5-chloro-2-phenoxy-aniline;4-chloro-2-aminodiphenylether;5-chloro-2-phenoxyphenylamine;4-Chloro-2-aminodiphenyl ether;(5-chloro-2-phenoxyphenyl)amine;NSC59759;5-chlor-2-phenoxyanilin;UNII-66SM796MDB;Oprea1_064181;C.I.37070(base);MLS000087747;SCHEMBL307310;5-chloro-2-phenoxy-phenylamine;DTXSID70239224;HMS2464D10;BDBM50326330;MFCD00025217;NSC 59759;STK397803;AKOS000120982;CCG-105710;CS-W010468;Stearic acid-N-hydroxy succinimide ester;AS-58399;SMR000023968;2-Amino-4-chlorophenyl phenyl ether, 97%;FT-0631472;A26489;A26499;F19160;SR-01000423537;SR-01000423537-1;W-100234;Q27895415;Z57100246

Chemical Property of 5-Chloro-2-phenoxyaniline

Chemical Property:

• Vapor Pressure: 0.000239mmHg at 25°C
• Melting Point: 41-44 °C(lit.)
• Refractive Index: 1.627
• Boiling Point: 324.9 °C at 760 mmHg
• PKA: 3.08±0.10(Predicted)
• Flash Point: 150.3 °C
• PSA: 35.25000
• Density: 1.26 g/cm³
• LogP: 4.29570
• Storage Temp.: Store below +30°C.
• 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: 194

Purity/Quality:

99% ^*data from raw suppliers

5-?Chloro-?2-?phenoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=C(C=C2)Cl)N
• Description: 5-Chloro-2-phenoxyaniline is an important acid dye intermediate, mainly used in the production of acid red 249, acid red 149, acid blue 128, etc.
• Physical properties: Brown solid
• Uses: 5-Chloro-2-phenoxyphenylamine is a derivative of aniline and is a building block of various complex organic compounds.

Technology Process of 5-Chloro-2-phenoxyaniline

There total 6 articles about 5-Chloro-2-phenoxyaniline 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%

→ 5-chloro-2-phenoxyaniline (93-67-4)

Guidance literature:

Reference yield: 98.0%

4-chloro-2-nitro-1-phenoxybenzene (91-39-4) → 5-chloro-2-phenoxyaniline (93-67-4)

Guidance literature:

With hydrazine hydrate; In ethanol; water; for 3.66667h; Solvent; Molecular sieve; Reflux;

Reference yield:

2,5-dichloronitrobenzene (89-61-2) → 5-chloro-2-phenoxyaniline (93-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NaOH; TBAB / H₂O / 30 h / Heating

2: 85 percent / H₂ / Raney nickel W-2 / methanol / 3620.13 Torr

With sodium hydroxide; tetrabutylammomium bromide; hydrogen; Raney nickel W-2; In methanol; water;

DOI:10.1515/HC.2007.13.2-3.165

upstream raw materials:

4-chloro-2-nitro-1-phenoxybenzene

2,5-dichloronitrobenzene

phenol

sodium phenoxide

Downstream raw materials:

2-chloroxanthen-9-one

5-Chlor-2-phenoxitrifluormethansulfonanilid

4-bromo-5'-chloro-2'-phenoxybutyranilide

4-chlorodiphenyl ether

Refernces

• 1、 -. "A 2 - amino - 4 - chlorodisilanes diphenyl ether (by machine translation)". Paragraph 0027; 0028. . Retrieved 2017/05/27.
• 2、 Wagh,Patil,Jain,Harak,Wagh. "Synthesis and evaluation of antipsychotic activity of 11-(4-aryl-1- piperazinyl)-dibenz [b, f][1,4] oxazepines and their 8-chloro analogues". . p. 165 - 172. Retrieved 2008/02/12.