91245-82-8

Basic information

• Product Name: 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE
• Synonyms: 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE;Ethanone, 1-[4-[(diMethylaMino)Methyl]phenyl]-
• CAS NO: 91245-82-8
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 91245-82-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE(91245-82-8)
• EPA Substance Registry System: 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE(91245-82-8)

Safety Data

• Hazardous Substances Data: 91245-82-8(Hazardous Substances Data)

Usage

General Description

1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE, also known as 4-Dimethylaminomethyl-1-propanone, is a chemical compound with the molecular formula C12H17NO. It is a ketone with a substituted benzene ring, containing a dimethylamino group attached to the carbon atom adjacent to the carbonyl group. 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE is commonly used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. It is also used as a building block in the synthesis of various derivatives and has potential application in research and development for drug discovery. 1-(4-DIMETHYLAMINOMETHYL-PHENYL)-ETHANONE is known for its versatile chemical properties and its important role in the creation of diverse compounds used in various industries.

Upstream product

• 4748-78-1 4-ethylbenzylaldehyde 
• 1008119-09-2 4-acetyl-N,N-dimethylbenzamide 
• 17201-43-3 4-cyanobenzyl bromide 
• 104-85-8 para-methylbenzonitrile 
• 917-64-6 methyl magnesium iodide 
• 35525-86-1 4-cyano-N,N-dimethylbenzylamine 

Downstream Products

• 94983-84-3 4--β-hydroxyimino-acetophenon 

Relevant articles and documents

Aerobic Oxidation of 4-Alkyl-N,N-dimethylbenzylamines Catalyzed by N-Hydroxyphthalimide: Protonation-Driven Control over Regioselectivity

A change in regioselectivity has been observed in the hydrogen atom transfer (HAT) reactions from 4-alkyl-N,N-dimethylbenzylamines (alkyl = ethyl, isopropyl, and benzyl) to the phthalimide N-oxyl radical (PINO) by effect of protonation. This result can be rationalized on the basis of an acid-induced deactivation of the C-H bonds α to nitrogen toward HAT to PINO as evidenced by the 104-107-fold decrease in the HAT rate constants in acetonitrile following addition of 0.1 M HClO4. This acid-induced change in regioselectivity has been successfully applied for selective functionalization of the less activated benzylic C-H bonds para to the CH2N(CH3)2 group in the aerobic oxidation of 4-alkyl-N,N-dimethylbenzylamines catalyzed by N-hydroxyphthalimide in acetic acid.

Chemoselective Reduction of Tertiary Amides to Amines Catalyzed by Triphenylborane

Triphenylborane (BPh3) was found to catalyze the reduction of tertiary amides with hydrosilanes to give amines under mild condition with high chemoselectivity in the presence of ketones, esters, and imines. N,N-Dimethylacrylamide was reduced to provide the α-silyl amide. Preliminary studies indicate that the hydrosilylation catalyzed by BPh3may be mechanistically different from that catalyzed by the more electrophilic B(C6F5)3.