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511676

Sigma-Aldrich

3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one

95%

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About This Item

Empirical Formula (Hill Notation):
C10H12N2O
CAS Number:
Molecular Weight:
176.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

mp

126-130 °C (lit.)

functional group

amine
ketone

SMILES string

CN(C)\C=C\C(=O)c1ccccn1

InChI

1S/C10H12N2O/c1-12(2)8-6-10(13)9-5-3-4-7-11-9/h3-8H,1-2H3/b8-6+

InChI key

BWERGHWJEBQNQV-SOFGYWHQSA-N

General description

3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one (1-(2′-Pyridyl)-3-dimethylamino-2-propen-1-one), an enaminone, is a hemilabile hybrid ligand. The preparation of cationic mononuclear rhodium(I) or iridium(I) complexes containing 3-(dimethylamino)-1-(2-pyridyl)-2-propen-1-one have been reported.

Application

3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one may be used in the preparation of the 5-(heteroaryl)isoxazole derivatives, 5-(2-pyridyl)isoxazole and 3-methyl-5-(2-pyridyl)isoxazole. It may also be used to synthesize 7-(2-pyridyl)-1,2,4-triazolo[1,5-a]pyrimidine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and Antimicrobial Activity of Novel 7-(Heteroaryl)-1,2,4-triazolo[1,5-a]-pyrimidine Derivatives.
Rao RJR, et al.
Asian Journal of Chemistry, 24(4), 1837-1837 (2012)
The rhodium and iridium co-ordination chemistry of the hemilabile hybrid ligand 1-(2'-pyridyl)-3-dimethylamino-2-propen-1-one.
Marti'nez AP, et al.
Inorgorganica Chimica Acta, 347, 86-98 (2003)
Synthesis and Antibacterial Activity of Novel 5-(heteroaryl) isoxazole Derivatives.
Rao RJR, et al.
J. Korean Chem. Soc., 55(2), 243-250 (2011)

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