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375403

Sigma-Aldrich

2-Methyl-2-imidazoline

95%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C4H8N2
Número CAS:
534-26-9
Peso molecular:
84.12
Número CE:
208-596-6
Número MDL:
MFCD00051490
Código UNSPSC:
12352100
ID de substância PubChem:
24863385
NACRES:
NA.22

Ensaio

95%

forma

solid

pf

87 °C (dec.) (lit.)

cadeia de caracteres SMILES

[H]N1CCN=C1C

InChI

1S/C4H8N2/c1-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6)

chave InChI

VWSLLSXLURJCDF-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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)
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)
A Convenient Synthesis of N, N, N'-Trisubstituted Ethylenediamine Derivatives From 2-Methyl-2-imidazoline.
Xia C, et al.
Synthetic Communications, 30(18), 3307-3315 (2000)
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