13222-51-0

Usage

Physical state

Colorless liquid

Odor

Strong, ammonia-like

Uses

Chemical intermediate in the production of pharmaceuticals, agrochemicals, and dyes; precursor for the synthesis of other organic compounds

Hazards

Can be hazardous if not handled properly

Upstream product

• 2155-94-4 N,N-dimethyl-2-propen-1-amine 
• 6906-32-7 N,N,2-Trimethyl-1-propen-1-amin 

Downstream Products

• 110-89-4 piperidine 
• 6906-32-7 N,N,2-Trimethyl-1-propen-1-amin 
• 616-47-7 1-methyl-1H-imidazole 
• 124-40-3 dimethyl amine 
• 76503-94-1 (2R, 4S, 5R)-2-Isopropenyl-3,4-dimethyl-5-phenyl-1,3-oxazolidin 
• 76503-95-2 (2S, 4S, 5R)-2-Isopropenyl-3,4-dimethyl-5-phenyl-1,3-oxazolidin 
• 76503-87-2 (2R, 3S)-c-7-Dimethylamino-3,4,r-6-trimethyl-2-phenylhexahydro-1,4-oxazepin 

Relevant academic research and scientific papers

Nonstereospecific 1,3-dipolar cycloadditions - LUMO(dipole)-HOMO(dipolarophile) controlled reactions

FMO-theory predicts a two-step mechanism accompanied by nonstereospecificity for 1,3-dipolar cycloadditions if one HOMO-LUMO interaction dominates the other one. R. Huisgen proved this phenomenon for the combination of electron-rich thiocarbonyl ylides wi

Organomagnesium Inner Complexes, Part I. Bis(dialkylaminoalkyl)- and Bis(alkoxybutyl)magnesium Compounds

A series of magnesium inner complexes has been prepared by reacting MgH2 (prepared by homogeneous catalysis) with dialkylallyl- and -3-butenylamines and -3-butenylethers in the presence of catalytic amounts of ZrCl4.The monomeric nature of bis(4-methoxybutyl)magnesium has been confirmed by X-ray diffraction.The analogous syntheses of bis(3-alkoxypropyl)magnesium compounds failed: cleavage of the allyl ether with elimination of propene occurred.This cleavage reaction is accelerated by catalytic amounts of NiCl2 or ZrCl4. - Keywords: Magnesium, Inner Complexes, Crystal Structure, X-Ray

Proton Affinities and the Site of Protonation of Enamines in the Gas Phase

The gas-phase proton affinities of a number of methyl-substituted enamines and imines have been measured using ion cyclotron resonance spectroscopy.Comparison of the effect of substituents on the proton affinities of the enamines with those of corresponding amines is used to show that protonation in the gas phase occurs at carbon leading to the formation of an iminium ion.The observation of a large substituent effect for substitution of an α-methyl group also suggests that there is a significant amount of delocalization of positive charge in the iminium ion.A comparison with solution-phase basicities of enamines is also presented.