p-Anisidine

Base Information

• Chemical Name: p-Anisidine
• CAS No.: 104-94-9
• Deprecated CAS: 1619933-04-8
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2922.29 Oral rat LD50: 1400 mg/kg
• European Community (EC) Number: 203-254-2,249-496-2
• ICSC Number: 0971
• NSC Number: 7921
• UN Number: 2431
• UNII: 575917SNR4
• DSSTox Substance ID: DTXSID7024532
• Nikkaji Number: J4.027D
• Wikipedia: P-Anisidine
• Wikidata: Q3333299
• Metabolomics Workbench ID: 43761
• ChEMBL ID: CHEMBL295652
• Mol file: 104-94-9.mol

Synonyms:4-anisidine;4-anisidine hydrochloride;4-anisidine monoacid conjugate;4-methoxyaniline;p-anisidine;para-anisidine

Chemical Property of p-Anisidine

Chemical Property:

• Appearance/Colour: white, fused crystalline solid, characteristic amine odor
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 56-59 °C(lit.)
• Refractive Index: 1.5559
• Boiling Point: 246 °C at 760 mmHg
• PKA: 5.34(at 25℃)
• Flash Point: 104.5 °C
• PSA: 35.25000
• Density: 1.064 g/cm³
• LogP: 1.85860
• Storage Temp.: 2-8°C
• Solubility.: 21g/l
• Water Solubility.: 21 g/L (20 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 77
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

p-Anisidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+; N; Xi
• Hazard Codes: T+,N,Xi
• Statements: 45-26/27/28-33-50
• Safety Statements: 53-28-36/37-45-61-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: COC1=CC=C(C=C1)N
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The aerosol is irritating to the eyes and respiratory tract. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in the formation of methaemoglobin and anaemia.
• Physical properties: Yellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor. soluble in ethanol and ether, slightly soluble in water.
• Uses: p-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.

Technology Process of p-Anisidine

There total 470 articles about p-Anisidine 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: 92.0%

7-methyl-1,2,3,4-tetrahydroquinoline (58960-03-5) + para-methoxynitrobenzene (100-17-4) → 7-methylquinoline (612-60-2) + 4-methoxy-aniline (104-94-9)

Guidance literature:

With nickel-nitrogen-doped carbon framework; In water; at 145 ℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c9gc04358f

Reference yield: 90.0%

N-(p-methoxyphenyl)benzamide (7472-54-0) → 4-methoxy-aniline (104-94-9) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With hydrogen; In toluene; at 160 ℃; for 15h; under 45004.5 Torr; Catalytic behavior; Autoclave;

DOI:10.1039/c9cy02128k

Reference yield: 79.0%

N-(p-methoxyphenyl)benzamide (7472-54-0) → benzyl(4-methoxyphenyl)amine (17377-95-6) + 4-methoxy-aniline (104-94-9) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); ytterbium(III) trifluoromethanesulfonate nonohydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In tetrahydrofuran; at 150 ℃; for 15h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c5sc04671h

upstream raw materials:

diazomethane

4-amino-phenol

ethanol

N-(4-methoxy-phenyl)-N'-p-tolyl-hydrazine

Downstream raw materials:

2-(tetra-O-acetyl-β-D-glucopyranosyloxy)-benzaldehyde-(4-methoxy-phenylimine)

N-(4-methoxy-phenyl)-α-thiopicolinamide

thioisonicotinic acid p-anisidide

N-((1H-pyrrol-2-yl)methylene)-4-methoxybenzenamine

Refernces

• 1、 Mallik, Asok K.,Chattopadhyay, Falguni,Dey, Sankar P.. "Novel conversion of 3-(α-hydroxybenzyl)flavones to 3-benzoylchromones and 3-cyanoflavones with NaN3/TFA". . p. 4929 - 4931. Retrieved 2000.
• 2、 Niakan, Mahsa,Asadi, Zahra. "Selective Reduction of Nitroarenes Catalyzed by Sustainable and Reusable DNA-supported Nickel Nanoparticles in Water at Room Temperature". . . Retrieved 2019.
• 3、 Ho,Wong. "-". . p. 45. Retrieved 1974.
• 4、 Papadas, Ioannis T.,Fountoulaki, Stella,Lykakis, Ioannis N.,Armatas, Gerasimos S.. "Controllable Synthesis of Mesoporous Iron Oxide Nanoparticle Assemblies for Chemoselective Catalytic Reduction of Nitroarenes". . p. 4600 - 4607. Retrieved 2016.
• 5、 Jonsson, Mats,Lind, Johan,Eriksen, Trygve E.,Merényi, Gábor. "Redox and acidity properties of 4-substituted aniline radical cations in water". . p. 1423 - 1427. Retrieved 1994.
• 6、 Abiraj, Keelara,Srinivasa, Gejjalagere R.,Gowda, D. Channe. "Palladium-catalyzed simple and efficient hydrogenative cleavage of azo compounds using recyclable polymer-supported formate". . p. 517 - 520. Retrieved 2005.
• 7、 Kita, Yusuke,Nishii, Yuji,Onoue, Akihiro,Mashima, Kazushi. "Combined catalytic system of scandium triflate and boronic ester for amide bond cleavage". . p. 3391 - 3395. Retrieved 2013.
• 8、 Mertens, Alfred,Lammerstma, Koop,Arvanaghi, Massoud,Olah, George A.. "Onium Ions. 26. Aminodiazonium Ions: Preparation, 1H, 13C, and 15N NMR Structural Studies, and Electrophilic Amination of Aromatics". . p. 5657 - 5660. Retrieved 1983.
• 9、 Fan, Guang-Yin,Huang, Wen-Jun. "Synthesis of ruthenium/reduced graphene oxide composites and application for the selective hydrogenation of halonitroaromatics". . p. 359 - 363. Retrieved 2014.
• 10、 Lisitsyn,Sukhov. "Indirect cathode amination of anisole in dilute sulfuric acid and acetonitrile solutions". . p. 1315 - 1316. Retrieved 2012.