10229-53-5

Basic information

• Product Name: (E)-benzaldehyde O-methyloxime
• Synonyms: (E)-benzaldehyde O-methyloxime
• CAS NO: 10229-53-5
• Molecular Weight: 135.166
• Mol File: 10229-53-5.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: (E)-benzaldehyde O-methyloxime(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-benzaldehyde O-methyloxime(10229-53-5)
• EPA Substance Registry System: (E)-benzaldehyde O-methyloxime(10229-53-5)

Safety Data

• Hazardous Substances Data: 10229-53-5(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 67-62-9 O-Methylhydroxylamin 
• 100-52-7 benzaldehyde 
• 932-90-1 syn-benzaldehyde oxime 
• 2181-42-2 trimethylsulphonium iodide 
• 74-88-4 methyl iodide 
• 593-56-6 N-methoxylamine hydrochloride 
• 622-32-2 (Z)-benzaldehyde oxime 
• 124-41-4 sodium methylate 
• 77-78-1 dimethyl sulfate 
• 3272-27-3 N-methoxy-urea 
• 141-97-9 ethyl acetoacetate 
• 20056-98-8 N-benzyl-N-methoxyamine 
• 67-56-1 methanol 

Downstream Products

• 2941-20-0 1-phenylpropylamine 
• 93-55-0 1-phenyl-propan-1-one 
• 100-52-7 benzaldehyde 
• 91222-71-8 (z)-1-amino-1-phenyl-2-(2-pyridyl)ethene 
• 10029-90-0 trans-2-phenyl-3-(2-pyridyl)aziridine 
• 104-88-1 4-chlorobenzaldehyde 
• 89-98-5 2-chloro-benzaldehyde 
• 99-61-6 3-nitro-benzaldehyde 
• 67-62-9 O-Methylhydroxylamin 
• 100-47-0 benzonitrile 
• 1122-91-4 4-bromo-benzaldehyde 
• 4383-23-7 (S)-1-phenylbut-3-en-1-amine 
• 115224-13-0 (R)-4-amino-4-phenyl-1-butene 
• 10229-55-7 (E)-benzaldehyde O-ethyl oxime 

Relevant articles and documents

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One-pot synthesis of oxime ethers from benzaldehyde or acetophenone, hydroxylamine salt, potassium hydroxide, and alkyl halides

Oxime ethers were synthesized in one-pot reaction from benzaldehyde or acetophenone, hydroxylamine hydrogen chloride, alkyl halides and KOH in aqueous DMSO. The reactions were completed in 15-50 min with yields in 80-96%.

Change of Orientation in Electrophilic Substitution of Benzaldehydes by O-Alkyloximation Derivatives

By the introduction of O-alkyloxyimino group, orientation in electrophilic substitution of benzaldehyde can be selectively controlled.

Compound and application thereof

The compound has the structure shown in the formula (I) or the formula (II) and R. 1 Selected from H. Deuterium, halogen, cyano, nitro, alkenyl, alkynyl, carboxy, C1 - C20 chain alkyl, C3 - C20 cycloalkyl, C1 - C20 alkoxy, substituted or unsubstituted C6 - C60 aryl, substituted or unsubstituted C3 - C60 heteroaryl, and the heteroatom in the heteroaryl is selected from O or S. L Is one selected from a single bond, a substituted or unsubstituted C6 - C60 arylene group, a substituted or unsubstituted C3 - C60 heteroarylene group. R Is one selected from H, deuterium, halogen, cyano, nitro, alkenyl, alkynyl, carboxy, C1 - C20 chain alkyl, C3 - C20 cycloalkyl, C1 - C20 alkoxy, substituted or unsubstituted C6 - C60 aryl, substituted or unsubstituted C3 - C60 heteroaryl. Ar Is a substituted or unsubstituted C6 - C60 aryl group, a substituted or unsubstituted C3 - C60 heteroaryl group. When the compound is applied OLED devices, the device efficiency can be effectively improved, the driving voltage is reduced, and the compound is a good-performance electronic transmission material.

Nickel-Catalyzed Transformation of Alkene-Tethered Oxime Ethers to Nitriles by a Traceless Directing Group Strategy

Nickel-catalyzed transformation of alkene-tethered oxime ethers to nitriles using a traceless directing group strategy has been developed. A series of alkene-tethered oxime ethers derived from benzaldehyde and cinnamyl aldehyde derivatives were converted into the corresponding benzonitriles and cinnamonitriles in 46-98% yields using the nickel catalyst system. Control experiments showed that the alkene group tethered to an oxygen atom on the oximes via one methylene unit plays a key role as a traceless directing group during the catalysis.