(4-Chlorobenzylidene)(phenyl)azane oxide

Base Information

• Chemical Name: (4-Chlorobenzylidene)(phenyl)azane oxide
• CAS No.: 5909-74-0
• Molecular Formula: C13H10ClNO
• Molecular Weight: 231.681
• NSC Number: 89337
• Mol file: 5909-74-0.mol

Synonyms:(4-Chlorobenzylidene)(phenyl)azane oxide;5909-74-0;1-(4-chlorophenyl)-N-phenylmethanimine oxide;NSC89337;Nitrone, .alpha.-(p-chlorophenyl)-N-phenyl-;NSC-89337;(z)-c-(p-chlorophenyl)-N-phenylnitrone;.alpha.-(p-Chlorophenyl)-N-phenylnitrone;AK-087/42718172

Chemical Property of (4-Chlorobenzylidene)(phenyl)azane oxide

Chemical Property:

• Vapor Pressure: 1.4E-05mmHg at 25°C
• Boiling Point: 378.1°Cat760mmHg
• Flash Point: 182.5°C
• PSA: 28.75000
• Density: 1.253g/cm³
• LogP: 4.12410
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.0450916
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[N+](=CC2=CC=C(C=C2)Cl)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)/[N+](=C/C2=CC=C(C=C2)Cl)/[O-]

Technology Process of (4-Chlorobenzylidene)(phenyl)azane oxide

There total 16 articles about (4-Chlorobenzylidene)(phenyl)azane 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: 97.0%

4-chlorobenzaldehyde (104-88-1) + aniline (62-53-3) → N-phenyl-C-(4-chlorophenyl)nitrone (5909-74-0)

Guidance literature:

With Oxone; In acetonitrile; at 5 - 20 ℃; for 2.5h; Green chemistry;

DOI:10.1016/j.tetlet.2014.08.049

Reference yield: 96.0%

N'-(4-chlorobenzylidene)-2-nitrobenzenesulfonohydrazide (6655-32-9) + Nitrosobenzene (586-96-9) → (4-chlorobenzylidene)phenylamine N-oxide (5909-74-0,32213-75-5)

Guidance literature:

With sodium hydride; In dichloromethane; mineral oil; at 40 ℃; for 16h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;

DOI:10.1055/s-0036-1591757

Reference yield: 96.0%

N-(p-chlorobenzyl)aniline (4750-61-2) → N-phenyl-C-(4-chlorophenyl)nitrone (5909-74-0)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 0 ℃; for 0.166667h;

DOI:10.1021/jo00296a073

upstream raw materials:

4-chlorobenzaldehyde

N-Phenylhydroxylamine

N-(p-chlorobenzyl)aniline

N-(4-chlorobenzylidene)aniline

Downstream raw materials:

3-(p-chlorophenyl)-2-phenyl-5-(tricyanovinyl)-Δ⁴-1,2,4-oxadiazoline

C₁₇H₁₉ClN₂OSi

2-Phenyl-3-(4-chlorophenyl)-5-hydroxyisoxazolidine

4-chlorobenzaldehyde

Refernces

• 1、 Acharjee, Nivedita,Banerji, Avijit. "A molecular electron density theory study to understand the interplay of theory and experiment in nitrone-enone cycloaddition". . . Retrieved 2020/04/29.
• 2、 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.