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Merck
CN

A21002

2-Acetylpyridine

≥99%

Synonym(s):

Methyl 2-pyridyl ketone

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About This Item

Empirical Formula (Hill Notation):
C7H7NO
CAS Number:
Molecular Weight:
121.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-355-6
Beilstein/REAXYS Number:
107759
MDL number:
Assay:
≥99%
Form:
liquid
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Quality Level

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.)

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

Application

2-Acetylpyridine can be used in the synthesis of:
  • A near-infrared fluorescent probe for monitoring pH changes in living cells.
  • Biologically active ligands for preparing various metal complexes including Co(II), Ni(II), Cu(II) and Zn(II).
  • A water-soluble, time-gated luminescence probe for singlet oxygen detection.
  • 2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents.



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signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

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



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A europium (III) complex as an efficient singlet oxygen luminescence probe.
Song B, et al.
Journal of the American Chemical Society, 128(41), 13442-13450 (2006)
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
Richardson D R, et al.
Journal of Medicinal Chemistry, 52(5), 1459-1470 (2009)
A near-infrared neutral pH fluorescent probe for monitoring minor pH changes: imaging in living HepG2 and HL-7702 cells.
Tang B, et al.
Journal of the American Chemical Society, 131(8), 3016-3023 (2009)



Global Trade Item Number

SKUGTIN
A21002-25G04061833349564
A21002-100G04061833349557