5-Methylpyrrole-2-carbaldehyde

• CAS: 1192-79-6
• Catalog Number: ACM1192796
• Category: Main Products
• Molecular Weight: 109.13
• Molecular Formula: C₆H₇NO
• Synonyms: 5-METHYL-1H-PYRROLE-2-CARBALDEHYDE;2-formyl-5-methylpyrrole;5-methyl-2-formylpyrrole;Pyrrole-2-carboxaldehyde, 5-methyl;5-METHYLPYRROLE-2-CARBOXALDEHYDE;1H-Pyrrole-2-carboxaldehyde, 5-methyl-;Nsc81349
• IUPAC Name: 5-methyl-1H-pyrrole-2-carbaldehyde
• Canonical SMILES: CC1=CC=C(N1)C=O
• InChI Key: LFWLUDLUCDRDAF-UHFFFAOYSA-N
• Density: 1.14 g/cm³
• H-Bond Acceptor: 1
• H-Bond Donor: 1

Case Study

Synthetic Uses of 5-Methylpyrrole-2-Carbaldehyde

Collins, M. J., et al. Sternhell. Australian Journal of Chemistry, 1992, 45(7), 1119-1134.

The synthetic use of 5-Methylpyrrole-2-carbaldehyde has been reported, such as for the synthesis of 5-methylpyrrole-2-carbonitrile, 1,5-dimethylpyrrole-2-carbaldehyde, and 1-acetyl-5-methylpyrrole-2-carbaldehyde.
Synthesis procedures from 5-Methylpyrrole-2-carbaldehyde
· Synthesis of 1,5-dimethylpyrrole-2-carbaldehyde: Sodium (0.26 g) in ethanol (6 ml) was gently added to a stirred solution of 5-methylpyrrole-2-carbaldehyde (1.0 g) in toluene (6 ml). The mixture was then cooled, and a solution of dimethylsulfate (1.28 g) in toluene (1.5 ml) was slowly added. After refluxing for 3 hours, the mixture was cooled, filtered, and the residue washed with toluene. The filtrate was then alkalized with 3 M sodium hydroxide solution. The organic phase was washed with water, dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to yield 1,5-dimethylpyrrole-2-carbaldehyde.
· Synthesis of 1-acetyl-5-methylpyrrole-2-carbaldehyde: A solution of 5-methylpyrrole-2-carbaldehyde (0.5 g) and sodium acetate (0.39 g) in acetic anhydride (5 ml) was refluxed for 2 hours. The resulting solution was then poured onto ice, neutralized with 3 M sodium hydroxide solution, and extracted with chloroform (2 x 10 ml). The chloroform extracts were dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 1-acetyl-5-methylpyrrole-2-carbaldehyde (0.22 g, 31% yield).

Custom Q&A

What is the molecular formula of 5-Methylpyrrole-2-carbaldehyde?

The molecular formula is C6H7NO.

What are the synonyms of 5-Methylpyrrole-2-carbaldehyde?

The synonyms are 5-Methyl-1H-pyrrole-2-carbaldehyde, 1192-79-6, 5-METHYLPYRROLE-2-CARBALDEHYDE, and 1H-Pyrrole-2-carboxaldehyde, 5-methyl-.

What is the molecular weight of 5-Methylpyrrole-2-carbaldehyde?

The molecular weight is 109.13 g/mol.

When was 5-Methylpyrrole-2-carbaldehyde created and modified?

It was created on March 26, 2005, and last modified on October 21, 2023.

Is 5-Methylpyrrole-2-carbaldehyde a natural product? If yes, where is it found?

Yes, it is a natural product found in Glycyrrhiza glabra.

What is the IUPAC name of 5-Methylpyrrole-2-carbaldehyde?

The IUPAC name is 5-methyl-1H-pyrrole-2-carbaldehyde.

What is the InChI of 5-Methylpyrrole-2-carbaldehyde?

The InChI is InChI=1S/C6H7NO/c1-5-2-3-6(4-8)7-5/h2-4,7H,1H3.

What is the InChIKey of 5-Methylpyrrole-2-carbaldehyde?

The InChIKey is LFWLUDLUCDRDAF-UHFFFAOYSA-N.

What is the canonical SMILES of 5-Methylpyrrole-2-carbaldehyde?

The canonical SMILES is CC1=CC=C(N1)C=O.

What is the CAS number of 5-Methylpyrrole-2-carbaldehyde?

The CAS number is 1192-79-6.