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Merck
CN

375403

2-Methyl-2-imidazoline

95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C4H8N2
CAS Number:
Molecular Weight:
84.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
208-596-6
MDL number:
Assay:
95%
Form:
solid
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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

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


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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N-alkylation of 2-methyl-2-imidazolines by phase transfer catalysis without solvent.
Chen X, et al.
Synthetic Communications, 29(17), 3025-3030 (1999)
Oxidation of ophthalmic drugs photopromoted by inorganic radicals.
Criado S, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 244, 32-37 (2012)
Self-association of imidazole and its methyl derivatives in aqueous solution. A study by ultraviolet spectroscopy.
Peral F and Gallego E.
Journal of Molecular Structure, 415(1), 187-196 (1997)



Global Trade Item Number

SKUGTIN
375403-5G04061833322659