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

A12575 1-Methylimidazole, 99%

Numéro CAS
616-47-7
Synonymes

Dimensions Prix ($) Quantité Disponibilité
100g 27,19
500g 96,90
2kg 264,71
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1-Methylimidazole, 99%

MDL
MFCD00005292
EINECS
210-484-7

Propriétés chimiques

Formule
C4H6N2
Poids formulaire
82.11
Point de fusion
-6°
Point d'ébullition
195-197°
Point d'éclair
92°(197°F)
Densité
1.031
Indice de réfraction
1.4970
Sensibilité
Hygroscopic
Solubilité
Miscible with water.

Applications

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.

Notes

Incompatible with carbon dioxide and strong oxidizing agents.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H314-H302-H312-H227

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

Mentions de prudence: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
105197
Classe de danger
8
Groupe d'emballage
III
Code tarifaire harmonisé
2933.29
TSCA
Yes
RTECS
NI7000000

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