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2,6-Diacetylpyridine

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CAS:1129-30-2
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  • 2,6-Diacetylpyridine
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  • 2025-04-15
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  • Purity: 99%
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  • 2,6-Diacetylpyridine
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  • 2020-02-26
  • CAS: 1129-30-2
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2,6-Diacetylpyridine Basic information
Product Name:2,6-Diacetylpyridine
Synonyms:2,6-DIACETYLPYRIDINE;1-(6-ACETYL-PYRIDIN-2-YL)-ETHANONE;pyridine-2,6-diacetyl;2,6-Diacetylpyridine 99%;2,6 Diacetylpyridine 99% min.;Ethanone, 1,1'-(2,6-pyridinediyl)bis-;2,6-Diacetylpyridine ,97%;1,1'-(2,6-Pyridinediyl)bisethanone
CAS:1129-30-2
MF:C9H9NO2
MW:163.17
EINECS:214-442-9
Product Categories:C9 to C46;Heterocyclic Building Blocks;Building Blocks;C8 to C9;Chemical Synthesis;Heterocyclic Building Blocks;Pyridine;Pyridines derivates;Pyridines;bc0001;john's
Mol File:1129-30-2.mol
2,6-Diacetylpyridine Structure
2,6-Diacetylpyridine Chemical Properties
Melting point 79-82 °C (lit.)
Boiling point 126 °C / 6mmHg
density 1.2021 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. Inert atmosphere,Room Temperature
form Crystalline Needles or Powder
pka0.88±0.10(Predicted)
color White to off-white
Water Solubility Soluble in water, chloroform, and DMSO.
BRN 118286
InChIInChI=1S/C9H9NO2/c1-6(11)8-4-3-5-9(10-8)7(2)12/h3-5H,1-2H3
InChIKeyBEZVGIHGZPLGBL-UHFFFAOYSA-N
SMILESC1(C(=O)C)=NC(C(=O)C)=CC=C1
LogP1.319 (est)
CAS DataBase Reference1129-30-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,F
Risk Statements 36/37/38-15-10
Safety Statements 26-36-43-7/8
WGK Germany 3
10
HazardClass IRRITANT
HS Code 29333990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
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2,6-Diacetylpyridine Usage And Synthesis
Chemical Propertieswhite to off-white crystalline needles or powder
Uses2,6-Diacetylpyridine is used as intermediate in organic synthesis. It is a precursor to ligands in coordination chemistry.
Application2,6-Diacetylpyridine can be used as a starting material for the synthesis of:
Iron and cobalt bis(imino)pyridyl complexes, catalysts for ethylene oligomerization.
Thiosemicarbazone derivatives with potential application as anti-mycobacterial tuberculosis agent.
Macrocyclic pentadentate nitrogen–sulphur donor ligands by [1+1] condensation with 1,2-di(o-aminophenylthio)ethane.
Synthesis
2,6-diethylpyridine

935-28-4

2,6-Diacetylpyridine

1129-30-2

The general procedure for the synthesis of 2,6-diacetylpyridine from 2,6-diethylpyridine was as follows: 1.0 equiv. of N-hydroxyphthalimide (NHPI) was added to a 25 mL Schlenk reaction tube and dried under vacuum for 15 min. Subsequently, acetonitrile was added as a solvent under oxygen atmosphere, followed by 2.0 equivalents of tert-butyl nitrite and 0.5 mmol of 2,6-diethylpyridine. After sealing the reaction tube with a polytetrafluoroethylene plug, it was immersed in an oil bath preheated to 90°C for 36 hours. After completion of the reaction, the solvent acetonitrile was removed by distillation under reduced pressure. The crude product was purified by column chromatography with the eluent being petroleum ether/ethyl acetate (5:1, v/v) to give 2,6-diacetylpyridine. The product was a yellow solid in 54% yield.

References[1] Patent: CN107011133, 2017, A. Location in patent: Paragraph 0120; 0121; 0124; 0125
[2] Organic Letters, 2017, vol. 19, # 20, p. 5593 - 5596
[3] Patent: US9266982, 2016, B2. Location in patent: Page/Page column 34
Tag:2,6-Diacetylpyridine(1129-30-2) Related Product Information
2,5-PYRIDINEDICARBOXYLIC ACID Acetylferrocene DIPIPERIDINOMETHANE Acetylacetone N-ACETYL-L-TYROSINE ETHYL ESTER 3-Acetylpyridine 2-Acetylpyridine 2,6-Lutidine 4-Acetylpyridine Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 4-Chloro-2,6-diacetylpyridine Pyridine 2,2',6,6'-TETRAYLTETRAACETYL-4,4'-BIPYRIDINE 2,6-Diacetyl-4-pyridinecarbonitrile 4-Methyl-2,6-diacetylpyridine 4-tert.-Butyl-2,6-diacetylpyridine 2,4-Diacetylpyridine 2,6-Diacetylpyridine