Nitrone, alpha-(p-methoxyphenyl)-N-phenyl-

Base Information

• Chemical Name: Nitrone, alpha-(p-methoxyphenyl)-N-phenyl-
• CAS No.: 3585-93-1
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2925290090
• NSC Number: 102883,76700
• Mol file: 3585-93-1.mol

Synonyms:3585-93-1;1-(4-methoxyphenyl)-N-phenylmethanimine oxide;Nitrone, alpha-(p-methoxyphenyl)-N-phenyl-;Nitrone, .alpha.-(p-methoxyphenyl)-N-phenyl-;N-Phenyl-4-methoxybenzylideneamine N-oxide;Benzenamine, N-((4-methoxyphenyl)methylene)-, N-oxide;Benzenamine, N-[(4-methoxyphenyl)methylene]-, N-oxide;N-[(Z)-(4-methoxyphenyl)methylidene]-N-phenylamine oxide;.alpha.-4'-Methoxyphenyl N-phenylnitrone;.alpha.-(p-Methoxyphenyl)-N-phenylnitrone;NSC76700;NSC 76700;NSC-76700;NSC102883;STK093010;AKOS002251370;AKOS003624801;NSC 102883;NSC-102883;(z)-c-(p-methoxyphenyl)-N-phenylnitrone

Chemical Property of Nitrone, alpha-(p-methoxyphenyl)-N-phenyl-

Chemical Property:

• Vapor Pressure: 6.68E-06mmHg at 25°C
• Melting Point: 119°C
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 388.8°Cat760mmHg
• Flash Point: 172.8°C
• PSA: 37.98000
• Density: 1.154g/cm³
• LogP: 3.47930
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-Methoxybenzylidene)aniline nitrone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=[N+](C2=CC=CC=C2)[O-]
• Isomeric SMILES: COC1=CC=C(C=C1)/C=[N+](/C2=CC=CC=C2)\[O-]

Technology Process of Nitrone, alpha-(p-methoxyphenyl)-N-phenyl-

There total 18 articles about Nitrone, alpha-(p-methoxyphenyl)-N-phenyl- 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%

4-methoxy-benzaldehyde (123-11-5) + N-Phenylhydroxylamine (100-65-2) → p-methoxydiphenylnitrone (3585-93-1,85225-54-3,87289-90-5)

Guidance literature:

With calcium chloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jacs.6b03546

Reference yield: 95.0%

4-methoxy-benzaldehyde (123-11-5) + N-Phenylhydroxylamine (100-65-2) → N-(4-methoxybenzylidene)aniline oxide (3585-93-1)

Guidance literature:

With methanesulfonic acid; In ethanol; for 0.333333h;

DOI:10.1021/jo00282a040

Reference yield: 90.0%

p-methoxybenzylidene-phenylamine (836-41-9) → p-methoxydiphenylnitrone (3585-93-1,85225-54-3,87289-90-5)

Guidance literature:

With urea-hydrogen peroxide; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride; In methanol; at 0 ℃; for 0.25h;

DOI:10.3184/030823407X215861

upstream raw materials:

4-methoxy-benzaldehyde

N-Phenylhydroxylamine

N-methoxybenzylydene-α-p-methylphenylglycine methyl ester

Nitrosobenzene

Downstream raw materials:

3-(4-methoxy-phenyl)-8b-methyl-2-phenyl-2,3,3a,8b-tetrahydro-benzo[4,5]thieno[2,3-d]isoxazole 4,4-dioxide

4-methoxy-benzaldehyde

N-(4-methoxybenzylidene)aniline

Refernces

• 1、 Chao, Tzu-Hsuan,Chen, Mu-Jeng,Liu, Rai-Shung,Raj, Antony Sekar Kulandai,Sasane, Amit Vijay. "Gold-Catalyzed Oxidative Aminocyclizations of Propargyl Alcohols and Propargyl Amines to Form Two Distinct Azacyclic Products: Carbene Formation versus a 3,3-Sigmatropic Shift of an Initial Intermediate". supporting information. p. 16932 - 16938. Retrieved 2020/11/30.
• 2、 Martínez-Pardo, Pablo,Blay, Gonzalo,Escrivá-Palomo, Alba,Sanz-Marco, Amparo,Vila, Carlos,Pedro, José R.. "Catalytic Diastereo- and Enantioselective Synthesis of 2-Imidazolinones". supporting information. p. 4063 - 4066. Retrieved 2019/06/17.