247359
2-Acetylpyrrole
ReagentPlus®, 99%
Synonym(s):
Methyl 2-pyrrolyl ketone
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About This Item
Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-016-2
Beilstein/REAXYS Number:
1882
MDL number:
Assay:
99%
Quality Level
product line
ReagentPlus®
assay
99%
bp
220 °C (lit.)
mp
88-93 °C (lit.)
functional group
ketone
SMILES string
CC(=O)c1ccc[nH]1
InChI
1S/C6H7NO/c1-5(8)6-3-2-4-7-6/h2-4,7H,1H3
InChI key
IGJQUJNPMOYEJY-UHFFFAOYSA-N
General description
2-Acetylpyrrole undergoes alkylation reaction with alkyl iodide in benzene/solid KOH system in the presence of 18-crown-6 to yield the corresponding 1-alkyl derivative.
Application
2-Acetylpyrrole has been used in the synthesis of 2-acetyl-1-pyrroline.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Cooked rice aroma and 2-acetyl-1-pyrroline.
Buttery RG, et al.
Journal of Agricultural and Food Chemistry, 31(4), 823-826 (1983)
Alkylation of 2-Acetylpyrrole and 1-alkyl-2-Acetylpyrroles Under Solid/Liquid Phase-Transfer Conditions.
Goldberg Y, et al.
Synthetic Communications, 21(4), 557-562 (1991)
Jin Ho Lee et al.
The Journal of organic chemistry, 78(3), 1283-1288 (2013-01-08)
A new synthetic route to indolizines with various substituents on the pyridine moiety was developed by utilizing a facile cycloaromatization of 2-acetylpyrrole derivatives. Without isolation, the resulting intermediates were allowed to react with various electrophiles to afford a range of