Benzenamine, N-(phenylmethylene)-, N-oxide

Base Information

• Chemical Name: Benzenamine, N-(phenylmethylene)-, N-oxide
• CAS No.: 1137-96-8
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.236
• European Community (EC) Number: 214-509-2
• NSC Number: 102882
• UNII: L7MP2M8WUP
• Wikidata: Q76149902
• ChEMBL ID: CHEMBL1865314
• Mol file: 1137-96-8.mol

Synonyms:C,N-diphenylnitrone

Chemical Property of Benzenamine, N-(phenylmethylene)-, N-oxide

Chemical Property:

• Vapor Pressure: 7.55E-05mmHg at 25°C
• Melting Point: 113-114°C
• Refractive Index: 1.6050 (estimate)
• Boiling Point: 352.9°Cat760mmHg
• PKA: 0.10±0.53(Predicted)
• Flash Point: 167.6°C
• PSA: 28.75000
• Density: 1.141g/cm³
• LogP: 3.47070
• Water Solubility.: Soluble in water at 25°C, 1120 mg/L.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

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

n-phenyl-n-[(z)-phenylmethylidene]amineoxide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=[N+](C2=CC=CC=C2)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)/C=[N+](/C2=CC=CC=C2)\[O-]
• Uses: It is used as a pharmaceutical intermediate.

Technology Process of Benzenamine, N-(phenylmethylene)-, N-oxide

There total 23 articles about Benzenamine, N-(phenylmethylene)-, N-oxide 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%

N-benzyl-N-phenylhydroxylamine (3376-40-7) → N-(benzylidene)aniline N-oxide (1137-96-8,26505-49-7,201024-81-9)

Guidance literature:

With rhodium nanoparticles supported on carbon nanotube; In methanol; at 20 ℃; for 2h;

DOI:10.1002/cctc.201601155

Reference yield: 98.0%

benzaldehyde (100-52-7) + N-Phenylhydroxylamine (100-65-2) → N-(benzylidene)aniline N-oxide (1137-96-8,26505-49-7,201024-81-9)

Guidance literature:

In glycerol; at 60 - 80 ℃; for 0.25h; Green chemistry;

DOI:10.1007/s12039-019-1677-7

Reference yield: 94.0%

benzaldehyde (100-52-7) + aniline (62-53-3) → N-(benzylidene)aniline N-oxide (1137-96-8,26505-49-7,201024-81-9)

Guidance literature:

With Oxone; In acetonitrile; at 5 - 20 ℃; for 4.5h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1016/j.tetlet.2014.08.049

upstream raw materials:

benzaldehyde

nitrobenzene

N-Phenylhydroxylamine

benzylidene phenylamine

Downstream raw materials:

3(R)3a(S)6(R)6a(R)-2,3-diphenyl-6-menthyloxy-3,3a,6,6a-tetrahydro-4H-furo<3,4-d>isoxazol-4-one

3(S)3a(S)6(R)6a(R)-2,3-diphenyl-6-menthyloxy-3,3a,6,6a-tetrahydro-4H-furo<3,4-d>isoxazol-4-one

2-Phenyl-3-azabenzobicyclo<4.4.1>undeca-1(10),4-dien-11-on

2-acetylindole

Refernces

• 1、 Hardman, Andrea M.,So, Sonia S.,Mattson, Anita E.. "Urea-catalyzed construction of oxazinanes". . p. 5793 - 5797. Retrieved 2013.
• 2、 Brighente,Menegatti,Yunes. "Differences among the mechanisms of reaction of phenylhydroxylamine with various carbonyl compounds". . p. 453 - 459. Retrieved 2000.
• 3、 Y?ld?r?m, Ayhan,Kaya, Yunus. "High diastereoselectivity induced by intermolecular hydrogen bonding in [3?+?2] cycloaddition reaction: experimental and computational mechanistic approaches". . . Retrieved 2017.
• 4、 Yudha S, Salprima,Kusuma, Indra,Asao, Naoki. "Aerobic oxidation of hydroxylamines with nanoporous gold catalyst as an efficient synthetic method of nitrones Dedicated to Professor Jiro Tsuji on the occasion of his receipt of the 2014 Tetrahedron Prize". . p. 6459 - 6462. Retrieved 2015.
• 5、 Liang, Dong-Dong,Guo, Shen-Yi,Tong, Shuo,Wang, Mei-Xiang. "Polyfunctionalized biaryls accessed by a one-pot nucleophilic aromatic substitution and sigmatropic rearrangement reaction cascade under mild conditions". supporting information. . Retrieved 2021/02/09.
• 6、 -. "Method for converting terminal alkyne into amide and application of method in construction of gene coding library". Paragraph 0057-0059. . Retrieved 2021/12/07.