55489-38-8

Basic information

• Product Name: 4-[METHYL(PHENYL)AMINO]BENZALDEHYDE
• Synonyms: 4-[METHYL(PHENYL)AMINO]BENZALDEHYDE;MFCD09040338
• CAS NO: 55489-38-8
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.27
• Mol File: 55489-38-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 369.6°C at 760 mmHg
• Flash Point: 147°C
• Appearance: /
• Density: 1.137g/cm³
• Vapor Pressure: 1.18E-05mmHg at 25°C
• Refractive Index: 1.642
• PKA: -2.33±0.32(Predicted)
• CAS DataBase Reference: 4-[METHYL(PHENYL)AMINO]BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[METHYL(PHENYL)AMINO]BENZALDEHYDE(55489-38-8)
• EPA Substance Registry System: 4-[METHYL(PHENYL)AMINO]BENZALDEHYDE(55489-38-8)

Safety Data

• Hazardous Substances Data: 55489-38-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H13NO/c1-15(13-5-3-2-4-6-13)14-9-7-12(11-16)8-10-14/h2-11H,1H3

Upstream product

• 552-82-9 benzhydrylidene(methyl)amine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 122-39-4 diphenylamine 
• 104-88-1 4-chlorobenzaldehyde 
• 100-61-8 N-methylaniline 
• 1122-91-4 4-bromo-benzaldehyde 

Relevant articles and documents

Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection

A solvent-free Buchwald-Hartwig amination had been developed under high-speed ball-milling conditions, which afforded the desired products with moderate to high yields. The addition of sodium sulfate was found to be crucial for improving both the performance and the reproducibility. Comparative solvent-free stirring experiments implicated the importance of mechanical interaction for the transformation, and the inert gas was proved to be unnecessary for this amination.

A mechanical to urge the enters the carbon - [...] forming method (by machine translation)

The invention discloses a mechanical to urge the enters the carbon - [...] forming method, said method comprising: in order to type 2 shown in formulae of organic amine 3 shown the chlorinated aromatic hydrocarbon as the raw material, the catalyst, ligand, in the presence of alkali and additive, the reaction is carried out by the mechanical grinding method, after the reaction mixture after the separation and purification, obtains the type 1 compound shown; in the present invention relates to mechanical grinding promotion to the chlorinated aromatic hydrocarbon as the substrate of the Buchwald - Hartwig reaction mainly adopts the organic phosphonate ligands, in the palladium catalyst under the action of the organic amine compound with the chlorinated aromatic hydrocarbon of the between the coupling, so as to obtain high yield of the target product, the majority of the reaction can be 90% or more yield. The mild reaction conditions, can be in the 1 - 2 H to complete the reaction. (by machine translation)