Benzonitrile, 4-methyl-, N-oxide

Base Information

• Chemical Name: Benzonitrile, 4-methyl-, N-oxide
• CAS No.: 13820-14-9
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• DSSTox Substance ID: DTXSID70455285
• Nikkaji Number: J277.105E
• Wikidata: Q82277217
• Mol file: 13820-14-9.mol

Synonyms:Benzonitrile, 4-methyl-, N-oxide;13820-14-9;4-Methylbenzonitrileoxide;4-methyl-benzonitrile oxide;SCHEMBL8938593;DTXSID70455285

Chemical Property of Benzonitrile, 4-methyl-, N-oxide

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 157

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#[N+][O-]

Technology Process of Benzonitrile, 4-methyl-, N-oxide

There total 8 articles about Benzonitrile, 4-methyl-, 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:

p-methylbenzaldehyde oxime (3235-02-7,3717-15-5,3717-16-6,140461-26-3,140461-27-4) → 4-methylbenzonitrile oxide (13820-14-9)

Guidance literature:

With chloroamine-T; In ethanol; for 0.0333333h; Ambient temperature;

DOI:10.1080/00397919708006048

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 4-methylbenzonitrile oxide (13820-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium hydroxide / water; tert-butyl alcohol / 20 °C

2: chloroamine-T / water; tert-butyl alcohol / 20 °C

With hydroxylamine hydrochloride; chloroamine-T; sodium hydroxide; In water; tert-butyl alcohol;

DOI:10.1021/jm1008715

Reference yield:

(Z)-N-hydroxy-4-methylbenzene-1-carbonimidoyl chloride (36288-37-6) → 4-methylbenzonitrile oxide (13820-14-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 5 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2006.11.140

upstream raw materials:

1-methyl-4-(nitromethyl)benzene

(Z)-3,4-dimethyl-5-<(4-methylphenyl)nitromethylene>-3-pyrrolin-2-one

p-methylbenzaldehyde oxime

4-methylbenzohydroximoyl chloride

Downstream raw materials:

3-(p-tolyl)-5-vinylisoxazoline

(3,6-Di-p-tolyl-4H-[1,2,4]oxadiazin-5-yl)-phenyl-methanone

3,4-bis(4-methylphenyl)-1,2,5-oxadiazole-N-oxide

4-Methyl-N-(5-phenyl-3-p-tolyl-isoxazol-4-yl)-benzamide

Refernces

• 1、 Umm-E-Farwa,Ullah, Saeed,Khan, Maria Aqeel,Zafar, Humaira,Atia-tul-Wahab,Younus, Munisaa,Choudhary, M. Iqbal,Basha, Fatima Z.. "Dibenzazepine-linked isoxazoles: New and potent class of α-glucosidase inhibitors". . . Retrieved 2021/05/10.
• 2、 Vidya. "One-pot Synthesis of Some Novel Xanthine Derived Isoxazoles as Potent Antibacterial Agents". . p. 551 - 557. Retrieved 2021/02/02.