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W325104

Sigma-Aldrich

2-Acetylpyridine

≥99%, FG

Synonym(s):

Methyl 2-pyridyl ketone

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About This Item

Empirical Formula (Hill Notation):
C7H7NO
CAS Number:
Molecular Weight:
121.14
FEMA Number:
3251
Beilstein/REAXYS Number:
107759
EC Number:
Council of Europe no.:
2315
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
14.038
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

assay

≥99%

form

liquid

refractive index

n20/D 1.521 (lit.)

bp

188-189 °C (lit.)

density

1.08 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

corn; fatty; oily; popcorn; tobacco

SMILES string

CC(=O)c1ccccn1

InChI

1S/C7H7NO/c1-6(9)7-4-2-3-5-8-7/h2-5H,1H3

InChI key

AJKVQEKCUACUMD-UHFFFAOYSA-N

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General description

2-Acetylpyridine is a volatile flavor compound found in rye bread crust and roasted sesame. It has also been identified as a key contributor to the “scented rice”-like aroma in Yahonkaoluo leaves and Xiangjing-8618 rice.

Application


  • Interaction with CT-DNA and in vitro cytotoxicity of two new copper(II)-based potential drugs derived from octanoic hydrazide ligands.: This study investigates the interaction of copper(II) complexes, derived from octanoic hydrazide ligands including 2-Acetylpyridine, with CT-DNA and their cytotoxic effects. The results indicate significant potential for these complexes as anticancer agents (Chowdhury et al., 2024).

  • Three water-soluble copper(II) N-heterocyclic carbene complexes: toward copper-catalyzed ketone reduction under sustainable conditions.: This research explores the synthesis and application of water-soluble copper(II) complexes, including those containing 2-Acetylpyridine, for catalyzing ketone reductions under sustainable conditions. The study emphasizes the potential for green chemistry applications (Sharma et al., 2024).

  • Eco-friendly Cu/NiO nanoparticle synthesis: Catalytic potential in isatin-based chalcone synthesis for anticancer activity.: The study focuses on the synthesis of Cu/NiO nanoparticles, incorporating 2-Acetylpyridine, for their catalytic efficacy in the synthesis of chalcones with potential anticancer properties (Cahyana et al., 2023).

  • The Application of Synthetic Flavors in Zebrafish (Danio rerio) Rearing with Emphasis on Attractive Ones: Effects on Fish Development, Welfare, and Appetite.: This research investigates the impact of synthetic flavors, including 2-Acetylpyridine, on zebrafish development, welfare, and appetite, highlighting potential applications in aquaculture (Conti et al., 2023).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

163.4 °F - closed cup

flash_point_c

73 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Identification of 2-acetylpyridine in Xiangjing-8618 rice and in Yahonkaoluo leaves.
Jianming G.
Food Chemistry, 78(2), 163-166 (2002)
??Acetyl?N?heterocycles in the Maillard reaction.
Kerler J, et al.
Food Reviews International, 13(4), 553-575 (1997)
Joëlle Akl et al.
Dalton transactions (Cambridge, England : 2003), 43(33), 12721-12733 (2014-07-12)
The 4'-(2-fluorenyl)-2,2':6',2''-terpyridine (FT) ligand and its cis(Cl,Cl)- and trans(Cl,Cl)-[Ru(II)(FT)Cl2(NO)](PF6) complexes have been synthesized. Both isomers were separated by HPLC and fully characterized by (1)H and (13)C NMR. The X-ray diffraction crystal structures were solved for FT (Pna21 space group, a
Subhashree P Dash et al.
Journal of inorganic biochemistry, 144, 1-12 (2015-01-13)
Three dioxidovanadium(V) complexes [VO2L(1-3)] (1-3) [HL(1)=1-napthoyl hydrazone of 2-acetyl pyridine, HL(2)=2-furoyl hydrazone of 2-acetyl pyridine and H2L(3)=isonicotinoyl hydrazone of 2-hydroxy benzaldehyde] have been reported. All the complexes were characterized by various spectroscopy (IR, UV-visible and NMR) and the molecular structures
Cléia Justino Nunes et al.
Journal of inorganic biochemistry, 149, 49-58 (2015-05-30)
In this work, the influence of two new dinuclear copper(II) complexes in the viability of melanoma cells (B16F10 and TM1MNG3) was investigated, with the aim of verifying possible correlations between their cytotoxicity and their structure. One of the complexes had

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