375403

2-Methyl-2-imidazoline

95%

• Synonym(s): 2-Methylimidazoline, 4,5-Dihydro-2-methyl-1H-imidazole, Lysidine, Methylglyoxalidine
• Empirical Formula (Hill Notation): C₄H₈N₂
• CAS Number: 534-26-9
• Molecular Weight: 84.12
• EC Number: 208-596-6
• MDL number: MFCD00051490
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863385
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves