2-Chloro-5-acetylpyridine Chemical Properties

Melting point:

98 °C

Boiling point:

280.5±20.0 °C(Predicted)

Density 

1.233±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

-2.14±0.10(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C7H6ClNO/c1-5(10)6-2-3-7(8)9-4-6/h2-4H,1H3

InChIKey

UXSNZYGTQTXRAD-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=C(Cl)N=C1)C

CAS DataBase Reference

55676-22-7

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933399990

2-Chloro-5-acetylpyridine Usage And Synthesis

Application

2-Chloro-5-acetylpyridine is also used industrially as a denaturant and dyeing aid.

Synthesis

Step 3 Synthesis of 1-(6-chloropyridin-3-yl)ethanone: Dimethyl 2-(6-chloronicotinoyl)malonate (89.8 g, 331 mmol) was dissolved in a solvent mixture of DMSO (445 mL) and water (11 mL), and the reaction was heated for 2.5 hr at 130 °C. After the reaction was completed, the reaction mixture was cooled and poured into H2O/ice (300 mL). The aqueous phase was extracted with EtOAc (4 x 150 mL). The organic phases were combined, washed with brine, dried and concentrated under reduced pressure. The residue was recrystallized by 60% ethanol-water solution to afford the target compound 1-(6-chloropyridin-3-yl)ethanone in a yield of 16.5 g (32% yield) as a yellow solid.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 23, p. 6093 - 6096
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 24, p. 6482 - 6485
[3] Patent: US2007/27184, 2007, A1. Location in patent: Page/Page column 17; 19
[4] Tetrahedron, 1992, vol. 48, # 42, p. 9233 - 9236
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 18, p. 3041 - 3044

2-Chloro-5-acetylpyridine(55676-22-7)Related Product Information

• Acetyl coenzyme A sodium salt
• Acetyl chloride
• 4-Acetylpyridine
• N-ACETYL-L-TYROSINE ETHYL ESTER
• 2-Chloro-3-cyanopyridine
• Clopidol
• 2-Chloro-5-nitropyridine
• 2-Acetylpyridine
• 3-Acetylpyridine
• 2-Chloro-5-methylpyridine
• Acetylacetone
• L-PICEIN
• 2-Chloro-5-chloromethylpyridine
• Ethanone, 1-(4-amino-3-hydroxyphenyl)- (9CI)
• 2-Amino-5-Acetylpyridine
• Ethanone, 1-(6-quinoxalinyl)- (9CI)
• Ethanone, 1-(6-amino-3-pyridinyl)-
• pyridinium Chlorochromate