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247359

Sigma-Aldrich

2-Acetylpyrrole

ReagentPlus®, 99%

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Synonym(s):
Methyl 2-pyrrolyl ketone
Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
Beilstein:
1882
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

Assay

99%

bp

220 °C (lit.)

mp

88-93 °C (lit.)

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

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This Item
W320218395137W325104
2-Acetylpyrrole ReagentPlus®, 99%

Sigma-Aldrich

247359

2-Acetylpyrrole

2-Acetylpyridine ≥99%, FG

Sigma-Aldrich

W325104

2-Acetylpyridine

bp

220 °C (lit.)

bp

220 °C (lit.)

bp

-

bp

188-189 °C (lit.)

mp

88-93 °C (lit.)

mp

88-93 °C (lit.)

mp

72-74 °C (lit.)

mp

-

product line

ReagentPlus®

product line

-

product line

-

product line

-

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 4

1 of 4

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)
Wen-Yong Liu et al.
Journal of Asian natural products research, 5(3), 159-163 (2003-08-23)
Three pyrrole alkaloids were isolated from Bolbostemma paniculatum. Their structures were elucidated as 4-(2-formyl-5-methoxymethylpyrrol-1-yl)butyric acid methyl ester (1), 2-(2-formyl-5-methoxymethylpyrrol-1-yl)-3-phenylpropionic acid methyl ester (2) and alpha-methyl pyrrole ketone (3) by spectroscopic techniques. Among them, 1 and 2 are new compounds.
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
Ana Filipa L O M Santos et al.
The journal of physical chemistry. A, 113(15), 3630-3638 (2009-03-27)
A combined experimental and computational study on the thermochemistry of 2- and 3-acetylpyrroles was performed. The enthalpies of combustion and sublimation were measured by static bomb combustion calorimetry and Knudsen effusion mass-loss technique, respectively, and the standard (p(o) = 0.1

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