1-Methylimidazole, 99%, Thermo Scientific Chemicals
1-Methylimidazole, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Methylimidazole, 99%, Thermo Scientific Chemicals

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Quantity:
500 g
100 g
2 kg
Catalog number A12575.36
also known as A12575-36
Price (USD)/ Each
126.65
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141.00 
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Quantity:
500 g
Request bulk or custom format
Price (USD)/ Each
126.65
Online exclusive
141.00 
Save 14.35 (10%)
Add to cart
1-Methylimidazole, 99%, Thermo Scientific Chemicals
Catalog numberA12575.36
Price (USD)/ Each
126.65
Online exclusive
141.00 
Save 14.35 (10%)
-
Add to cart
Chemical Identifiers
CAS616-47-7
IUPAC Name1-methyl-1H-imidazole
Molecular FormulaC4H6N2
InChI KeyMCTWTZJPVLRJOU-UHFFFAOYSA-N
SMILESCN1C=CN=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (GC)≥98.5%
CommentPurchased in the U.S. and in other countries
Appearance (Color)Clear colorless to yellow
FormLiquid
Identification (FTIR)Conforms (non-U.S. specification)
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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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Miscible with water.

Notes
Incompatible with carbon dioxide and strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Useful base for peptide coupling, etc. See, e.g.: J. Chem. Soc., Chem. Commun., 2223 (1995). For peptide reagents, see Appendix 6.
  2. 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).
  3. 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).
  4. 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.
  5. 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.