2-Phenoxyaniline

Base Information

• Chemical Name: 2-Phenoxyaniline
• CAS No.: 2688-84-8
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 29222990
• European Community (EC) Number: 220-254-8
• NSC Number: 39655
• UNII: T96D49XD9H
• DSSTox Substance ID: DTXSID6062593
• Nikkaji Number: J55.372G
• Wikidata: Q72500951
• ChEMBL ID: CHEMBL568768
• Mol file: 2688-84-8.mol

Synonyms:2-Phenoxyaniline;2688-84-8;2-Aminodiphenyl ether;o-Phenoxyaniline;2-Aminophenyl phenyl ether;2-Phenoxybenzenamine;Benzenamine, 2-phenoxy-;Aniline, o-phenoxy-;Aniline, 2-phenoxy-;2-Ade;o-Aminophenyl phenyl ether;2-Phonoxyaniline;Benzenamine, phenoxy-;2-Phenoxylaniline;MFCD00035765;NSC 39655;EINECS 220-254-8;BRN 0777766;CHEMBL568768;T96D49XD9H;NSC-39655;EC 220-254-8;4-13-00-00809 (Beilstein Handbook Reference);2-penoxyaniline;2-(phenoxy)aniline;2-phenoxy-phenylamine;Enamine_002073;2-Phenoxyaniline, 99%;SCHEMBL5723;UNII-T96D49XD9H;Oprea1_152575;DTXSID6062593;NMFFUUFPJJOWHK-UHFFFAOYSA-;HMS1399O05;NSC39655;BDBM50303917;STK397422;AKOS000120333;NIMESULIDE IMPURITY-C (EP/BP);2-phenoxyaniline;CS-W016950;NCGC00166220-01;NCGC00166220-02;AC-14413;AS-14459;LS-19964;SY009103;A1142;BB 0257336;FT-0613274;EN300-16879;AB00443774-04;A818654;W-107142;Z56807649;F2190-0509

Chemical Property of 2-Phenoxyaniline

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 296.4 °C at 760 mmHg
• PKA: 3.78±0.10(Predicted)
• Flash Point: 131.8 °C
• PSA: 35.25000
• Density: 1.141 g/cm³
• LogP: 3.64230
• Storage Temp.: 0-10°C
• Solubility.: Slightly soluble in chloroform and methanol.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

2-Phenoxylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-37/39-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC=C2N
• Uses: 2-Phenoxyaniline serves as an antiinflammatory agent that inhibits preferentially COX-2 over COX-1. It is used in the preparation of sodium primary amide complex, 4-methyl-2-(2-phenoxyphenyl)azo-phenol and 2-acetoaminodiphenyl ether. Further, it is used to form complexes with beta-cyclodextrin. 2-Phenoxyaniline may be used in the preparation of sodium primary amide complex, 2-PhOC6H4NHNa·NMe[(CH2)2NMe2]2. It was used in the preparation of 2-acetoaminodiphenyl ether. It may be used in the preparation of 4-methyl-2-(2-phenoxyphenyl)azo-phenol.

Technology Process of 2-Phenoxyaniline

There total 22 articles about 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: 99.0%

1-nitro-2-phenoxy-benzene (2216-12-8) → 2-phenoxyaniline (2688-84-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 2844.3 Torr;

DOI:10.1021/jo00183a021

Reference yield: 93.0%

benzoxazole (273-53-0,29791-96-6) + iodobenzene (591-50-4) → 2-phenoxyaniline (2688-84-8)

Guidance literature:

With copper; caesium carbonate; at 140 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201201166

Reference yield: 91.0%

iodobenzene (591-50-4) + 2-amino-phenol (95-55-6) → 2-phenoxyaniline (2688-84-8)

Guidance literature:

With copper(l) iodide; 1-(dimethylamino-1-yl-pyridin-2-yl-methyl)naphthalen-2-ol; potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 24h; Green chemistry;

DOI:10.1080/00397911.2014.903421

upstream raw materials:

1-nitro-2-phenoxy-benzene

2-Chloronitrobenzene

phenol

ortho-nitrofluorobenzene

Downstream raw materials:

N-benzoyl-N'-(2-phenoxy-phenyl)-thiourea

8-phenoxyquinoline

(2-phenoxy-phenyl)-guanidine

N-(2-phenoxyphenyl)formamide

Refernces

• 1、 Su, Haixia,Zou, Yi,Chen, Guofeng,Dou, Huixia,Xie, Hang,Yuan, Xiaojing,Zhang, Xianglei,Zhang, Naixia,Li, Minjun,Xu, Yechun. "Exploration of Fragment Binding Poses Leading to Efficient Discovery of Highly Potent and Orally Effective Inhibitors of FABP4 for Anti-inflammation". . p. 4090 - 4106. Retrieved 2020/05/20.
• 2、 -. "A 3 - benzofuran bromine two synthetic method (by machine translation)". Paragraph 0049; 0052; 0053. . Retrieved 2019/07/10.