65851-36-7

Basic information

• Product Name: Benzenamine, N,N-dimethyl-4-(4-morpholinyl)-
• CAS NO: 65851-36-7
• Molecular Formula: C12H18N2O
• Molecular Weight: 206.288
• Mol File: 65851-36-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzenamine, N,N-dimethyl-4-(4-morpholinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-dimethyl-4-(4-morpholinyl)-(65851-36-7)
• EPA Substance Registry System: Benzenamine, N,N-dimethyl-4-(4-morpholinyl)-(65851-36-7)

Safety Data

• Hazardous Substances Data: 65851-36-7(Hazardous Substances Data)

Upstream product

• 536-46-9 4-dimethylaminophenylamine dihydrochloride 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 110-91-8 morpholine 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 67-56-1 methanol 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 698-69-1 4-chloro-N,N-dimethylaniline 

Relevant articles and documents

Evidence for "cocktail"-type catalysis in Buchwald-Hartwig reaction. A mechanistic study

The mechanism of the C-N cross-coupling reaction, catalyzed by palladium complexes with N-heterocyclic carbene ligands (Pd/NHC), was evaluated in detail at the molecular and nanoscale levels. For the first time, the formation of a "cocktail"-type catalytic system was proven for the Buchwald-Hartwig reaction. The unique ability of the Pd/NHC system to generate several types of catalytic centers (Pd complexes, clusters and nanoparticles) and the involvement of complementary pathways (homogeneous and heterogeneous) were discovered to take place in a "one pot"manner directly in the reaction vessel. Access to various catalytic centers from a single and readily available Pd/NHC complex is the key to designing a universal catalytic system with adaptive tuning capability. This journal is

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.

Skeleton decoration of NHCs by amino groups and its sequential booster effect on the palladium-catalyzed Buchwald-Hartwig amination

A challenging synthetic modification of PEPPSI-type palladium pre-catalysts consisting of a stepwise incorporation of one and two amino groups onto the NHC skeleton was seen to exert a sequential enhancement of the electronic donor properties. This appears to be positively correlated with the catalytic performances of the corresponding complexes in the Buchwald-Hartwig amination. This is illustrated, for example, by the quantitative amination of 4-chloroanisole by morpholine within 2 h at 25°C with a 2 mol% catalyst/substrate ratio or by a significant reduction of catalytic loading (down to 0.005 mol%) for the coupling of aryl chlorides with anilines (max TON: 19600).