o-Phenetidine

Base Information

• Chemical Name: o-Phenetidine
• CAS No.: 94-70-2
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29222200
• European Community (EC) Number: 202-356-4
• NSC Number: 9818
• UN Number: 2311
• UNII: I76155S2AA
• DSSTox Substance ID: DTXSID5025863
• Nikkaji Number: J7.480B
• Wikidata: Q27280535
• ChEMBL ID: CHEMBL1525301
• Mol file: 94-70-2.mol

Synonyms:Aminophenetole;Ethoxyaniline;Phenetidine

Chemical Property of o-Phenetidine

Chemical Property:

• Appearance/Colour: deep red liquid
• Vapor Pressure: 1 mm Hg ( 67 °C)
• Melting Point: -20 °C
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 231.9 °C at 760 mmHg
• PKA: 4.43(at 28℃)
• Flash Point: 99.2 °C
• PSA: 35.25000
• Density: 1.051 g/cm³
• LogP: 2.24870
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: 7g/l
• Water Solubility.: 0.5-1.0 g/100 mL at 24.5 ºC
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

O- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 23/24/25-33
• Safety Statements: 28-36/37-45-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CCOC1=CC=CC=C1N

Technology Process of o-Phenetidine

There total 37 articles about o-Phenetidine 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%

2-[(2-ethoxyphenylamino)methylene]malonic acid diethyl ester (103976-26-7) → ortho-phenitidine (94-70-2)

Guidance literature:

With ethylenediamine; In ethanol; at 20 ℃; for 0.25h;

DOI:10.1002/chem.200902054

Reference yield: 90.0%

1-ethoxy-2-nitrobenzene (610-67-3) → ortho-phenitidine (94-70-2)

Guidance literature:

With hydrogen; In 2-methyltetrahydrofuran; water; at 40 ℃; for 24h; under 15001.5 Torr; chemoselective reaction;

DOI:10.1039/c8cy01634h

Reference yield: 70.0%

ethyl bromide (74-96-4) + 2-amino-phenol (95-55-6) → ortho-phenitidine (94-70-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 24h;

DOI:10.3390/molecules20069767

upstream raw materials:

1-ethoxy-2-nitrobenzene

N-Phenylhydroxylamine

methanol

ethanol

Downstream raw materials:

2-(2-ethoxy-phenyl)-4-nitro-isoindoline-1,3-dione

N-(2-ethoxyphenyl)-3-oxobutanamide

(E)-1-(2-ethoxyphenyl)-2-phenyldiazene

2-(2-ethoxy-phenyl)-4,5,6,7-tetrachloro-isoindoline-1,3-dione

Refernces

• 1、 Kapustikova, Iva,Bak, Andrzej,Gonec, Tomas,Kos, Jiri,Kozik, Violetta,Jampilek, Josef. "Investigation of hydro-lipophilic properties of n-alkoxyphenylhydroxynaphthalenecarboxamides ?". . . Retrieved 2018/07/10.
• 2、 Formenti, Dario,Ferretti, Francesco,Topf, Christoph,Surkus, Annette-Enrica,Pohl, Marga-Martina,Radnik, J?rg,Schneider, Matthias,Junge, Kathrin,Beller, Matthias,Ragaini, Fabio. "Co-based heterogeneous catalysts from well-defined Α-diimine complexes: Discussing the role of nitrogen". . p. 79 - 89. Retrieved 2017/05/10.