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375403 Sigma-Aldrich

2-Methyl-2-imidazoline

95%

Synonym: 2-Methylimidazoline, 4,5-Dihydro-2-methyl-1H-imidazole, Lysidine, Methylglyoxalidine

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Imidazolines/Imidazolidines
assay   95%
mp   87 °C (dec.) (lit.)
SMILES string   [H]N1CCN=C1C
InChI   1S/C4H8N2/c1-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6)
InChI key   VWSLLSXLURJCDF-UHFFFAOYSA-N

Description

General description

2-Methyl-2-imidazoline is monomethyl derivative of imidazoline. The self-association of 2-methyl-2-imidazoline was studied in aqueous solution, at different pH values, by ultraviolet spectroscopy.

Kinetics of the reaction of 2-methyl-2-imidazoline with sulfate and hydrogen phosphate radicals has been investigated by flash-photolysis. Rate constant for the reaction was reported to be 108-109M-1s-1.

Application

2-Methyl-2-imidazoline may be used in the synthesis of series of N,N,N′-trisubstituted ethylenediamine derivatives. It may be used in the preparation of 1-alkyl-2-methyl-2-imidazolines, via alkylation with organic halides in the presence of phase transfer catalysis and absence of solvent.

Reactant for:
Synthesis of cyclic-amine-based dithiocarbamate chain transfer agents for RAFT polymerization
Dehydration reactions
Synthesis of push-pull alkenes
Producing organic reductants for transfer hydrogenation
Synthesis of orally available factor Xa inhibitors

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
NI4804995
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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