3-Phenoxyaniline

Base Information

• Chemical Name: 3-Phenoxyaniline
• CAS No.: 3586-12-7
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 29222990
• European Community (EC) Number: 222-715-9
• NSC Number: 57083
• UNII: K14XXP3GJA
• DSSTox Substance ID: DTXSID8063092
• Nikkaji Number: J32.003J
• Wikidata: Q81990474
• ChEMBL ID: CHEMBL1642683
• Mol file: 3586-12-7.mol

Synonyms:3-Phenoxyaniline;3586-12-7;Benzenamine, 3-phenoxy-;3-Aminodiphenyl ether;m-Phenoxyaniline;m-Aminophenyl phenyl ether;Aniline, m-phenoxy-;3-phenoxybenzenamine;K14XXP3GJA;CHEMBL1642683;NSC-57083;meta-phenoxyaniline;3-phenoxyphenylamine;3-phenoxy aniline;3-(phenoxy)aniline;3-(phenyloxy)aniline;(3-phenoxyphenyl)amine;UNII-K14XXP3GJA;3-Phenoxyaniline, 98%;SCHEMBL278938;DTXSID8063092;AMY38655;NSC57083;EINECS 222-715-9;BDBM50334277;CL8437;MFCD00041891;NSC 57083;AKOS009031626;AS-46031;BP-12864;CS-0072566;FT-0616309;EN300-20109;F0001-1031;Z104476880

Chemical Property of 3-Phenoxyaniline

Chemical Property:

• Vapor Pressure: 0.000177mmHg at 25°C
• Melting Point: 41-44 °C(lit.)
• Refractive Index: 1.1583
• Boiling Point: 329.5 °C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 152.2 °C
• PSA: 35.25000
• Density: 1.158 g/cm³
• LogP: 3.64230
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.2
• 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

3-Phenoxyaniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC(=C2)N
• Uses: 3-Phenoxyaniline is used as a reagent to synthesize nipecotic bis(amide) inhibitors of the Rho/MKL1/SRF transcriptional pathway, these compounds are also potential anti-cancer agents. 3-Phenoxyaniline is also used as a reagent to synthesize inhibitors of the Dengue and West Nile virus proteases.

Technology Process of 3-Phenoxyaniline

There total 20 articles about 3-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%

1-nitro-3-phenoxybenzene (620-55-3) → 3-phenoxyaniline (3586-12-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; Inert atmosphere;

DOI:10.1002/cmdc.201900472

Reference yield: 95.0%

iodobenzene (591-50-4) + m-Hydroxyaniline (591-27-5) → 3-phenoxyaniline (3586-12-7)

Guidance literature:

With copper(II) glycinate monohydrate; potassium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 8h;

DOI:10.1016/j.tetlet.2012.06.071

Reference yield: 93.0%

bromobenzene (108-86-1,52753-63-6) + m-Hydroxyaniline (591-27-5) → 3-phenoxyaniline (3586-12-7)

Guidance literature:

With copper(II) glycinate monohydrate; potassium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 8h;

DOI:10.1016/j.tetlet.2012.06.071

upstream raw materials:

1-nitro-3-phenoxybenzene

3-chloro-aniline

phenol

m-Bromoaniline

Downstream raw materials:

1-isocyanato-3-phenoxybenzene

3-phenoxyaniline-3'-bromopropionamide

C₂₃H₂₉N₃O₅

3-phenoxy-phenyl isothiocyanate

Refernces

• 1、 Aepuru, Radhamanohar,Bustamante, Tatiana M.,Campos, Cristian H.,Mangalaraja, Ramalinga Viswanathan,Shanmugaraj, Krishnamoorthy,Torres, Cecilia C.,de León, J. N. Díaz. "Noble metal nanoparticles supported on titanate nanotubes as catalysts for selective hydrogenation of nitroarenes". . . Retrieved 2021/09/22.
• 2、 Stubba, Daniel,Bensinger, Dennis,Steinbacher, Janika,Proskurjakov, Lilia,Salcedo Gómez, álvaro,Schmidt, Uwe,Roth, Stefan,Schmitz, Katja,Schmidt, Boris. "Cell-Based Optimization of Covalent Reversible Ketoamide Inhibitors Bridging the Unprimed to the Primed Site of the Proteasome β5 Subunit". supporting information. p. 2005 - 2022. Retrieved 2019/11/22.