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616-47-7 - 1-Methylimidazole, 99% - A12575 - Alfa Aesar

A12575 1-Methylimidazole, 99%

Número CAS
616-47-7
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
100g 27,60
500g 105,00
2kg 269,00
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1-Methylimidazole, 99%

MDL
MFCD00005292
EINECS
210-484-7

Propiedades químicas

Fórmula
C4H6N2
Peso molecular
82.11
Punto de fusión
-6°
Punto de ebullición
195-197°
Punto de inflamabilidad
92°(197°F)
Densidad
1.031
Índice de refracción
1.4970
Sensibilidad
Hygroscopic
Solubilidad
Miscible with water.

Aplicaciones

1-Methylimidazole is used as a precursor for the synthesis of pyrrole-imidazole polyamides, ionic liquids such as 1-butyl-3-methylimidazolium hexafluorophosphate. It is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.

Notas

Incompatible with carbon dioxide and strong oxidizing agents.

Referencias documentales

Useful base for peptide coupling, etc. See, e.g.: J. Chem. Soc., Chem. Commun., 2223 (1995). For peptide reagents, see Appendix 6.

Undergoes lithiation at the 2-position. Reaction of the Li derivative with ketones followed by dehydration with acetic anhydride is a good route to 2-alkylideneimidazoles: Synthesis, 78 (1990). Likewise, reaction with benzonitrile gives the 2-benzoyl derivative, the carbonyl group of which undergoes Wittig methylenation: Synth. Commun., 20, 321 (1990).

Reacts with acid chlorides, including chloroformates, to give N-acylimidazolium salts, which are useful reagents for the acylation of, for example, amino acids: Bull. Soc. Chim. Fr., 1021 (1973).

Zhang, Y.; Yin, S. C.; Lu, J. M. N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed allyl-aryl coupling of allylic alcohols with arylboronic acids in neat water. Tetrahedron 2015, 71 (4), 544-549.

Guan, J. T.; Song, X. M.; Zhang, Z. Y.; Wei, B. M.; Dai, Z. Q. Catalytic activity of 1-methylimidazole-based phosphine ligands in the palladium-catalyzed Suzuki coupling reaction. Appl. Organomet. Chem. 2015, 29 (2), 87-89.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H227-H302-H312-H314

Combustible liquid. Harmful if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage.

Indicaciones de precaución: P210u-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
105197
Clase de peligro
8
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2933.29
TSCA
Yes
RTECS
NI7000000

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