4-(Methoxyiminomethyl)benzonitrile

Base Information

• Chemical Name: 4-(Methoxyiminomethyl)benzonitrile
• CAS No.: 33499-34-2
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.175
• Mol file: 33499-34-2.mol

Synonyms:4-(Methoxyiminomethyl)benzonitrile;4-Cyanobenzaldehyde O-methyl oxime

Chemical Property of 4-(Methoxyiminomethyl)benzonitrile

Chemical Property:

• Melting Point: 112 °C
• PSA: 45.38000
• LogP: 1.53858

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(Methoxyiminomethyl)benzonitrile

There total 1 articles about 4-(Methoxyiminomethyl)benzonitrile 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:

N-methoxylamine hydrochloride (593-56-6) + 4-cyanobenzaldehyde (105-07-7) → 4-cyanobenzaldehyde O-methyloxime (33499-34-2)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo200853j

Reference yield: 32.0%

4-cyanobenzaldehyde O-methyloxime (33499-34-2) → 2-bromo-4-cyanobenzaldehyde O-methyloxime

Guidance literature:

With N-Bromosuccinimide; Ag^(1-)*C₂F₃O₂^(1-); palladium diacetate; acetic acid; In 1,2-dichloro-ethane; at 120 ℃; for 24h;

DOI:10.1021/jo200853j

Reference yield:

4-cyanobenzaldehyde O-methyloxime (33499-34-2) → 4-((methoxyamino)methyl)benzonitrile (543731-34-6)

Guidance literature:

With sodium cyanoborohydride; acetyl chloride; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201404648

upstream raw materials:

N-methoxylamine hydrochloride

4-cyanobenzaldehyde

Downstream raw materials:

3-bromo-4-formyl benzonitrile

4-((methoxyamino)methyl)benzonitrile

Refernces

• 1、 Dubost, Emmanuelle,Fossey, Christine,Cailly, Thomas,Rault, Sylvain,Fabis, Frederic. "Selective ortho -bromination of substituted benzaldoximes using Pd-catalyzed C-H activation: Application to the synthesis of substituted 2-bromobenzaldehydes". experimental part. p. 6414 - 6420. Retrieved 2011/09/16.