Chemical Properties
Colorless to light yellow liquid
Uses
(
R)-(+)-α,4-Dimethylbenzylamine can be used as a chiral salt of keto acid, employed in the solid-state photolysis studies of α-mesitylacetophenone derivatives.
Application
(R)-(+)-α,4-Dimethylbenzylamine reacts with
1,5-difluoro-2,4-dinitrobenzene (DFDNB) to form a chiral derivative
reagent(CDR) via substitution of one fluorine atom.
General Description
(R)-(+)-α,4-Dimethylbenzylamine is a chiral amine.
Synthesis
(R)-(+)-1-(4-methylphenyl)ethylamine was synthesized via a series of chemical reactions with (R)-N-[1-(4-methylphenyl)ethyl]acetamide. The steps are as follows:
1 g of the compound obtained in the previous stage will be used. 2 g of n-butanol was added, 0.63 g of potassium hydroxide was added, and the temperature was raised to 100 ° C. After 24 hours of heat preservation, cool down to 10 to 20 ℃. After adding water and stirring for 0.5 hours, the mixture was allowed to stand for separation, and the organic layer was concentrated to n-butanol, and then subjected to vacuum distillation (80-100 ℃ packed column) to obtain (R)-1-(4-methylphenyl)ethylamine 0.63 g. The yield was 82%, the HPLC purity was 96.3%, and the enantiomer was 0.8%.
structure and hydrogen bonding
(R)-(+)-1-(4-Methylphenyl)ethylamine is a chiral molecule studied in the
context of crystallographic analysis and optimization. Through X-ray
diffraction analysis, the crystal structure of (R)-(+)-1-(4-Methylphenyl)ethylamine was determined, revealing the presence
of a significant hydrogen bond between the amine group and one of the
carbonyl groups. This hydrogen bond plays a crucial role in stabilizing
the (R)-(+)-1-(4-Methylphenyl)ethylamine molecule, which is a recurring
pattern observed in structurally similar compounds. Furthermore, the
(S)-(+)-enantiomer of (R)-(+)-1-(4-Methylphenyl)ethylamine was synthesized
using an enantiopure precursor, establishing an efficient method to
obtain this desired form of the molecule.
