2-ETHYNYLPYRIDINE Chemical Properties

Melting point:

77-78 C

Boiling point:

85 °C/12 mmHg (lit.)

Density 

1.021 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.56(lit.)

Flash point:

170 °F

storage temp. 

2-8°C

form 

Liquid

pka

2.31±0.12(Predicted)

Specific Gravity

1.021

color 

Clear dark brown

Water Solubility 

Soluble in water.

BRN 

1098904

InChI

InChI=1S/C7H5N/c1-2-7-5-3-4-6-8-7/h1,3-6H

InChIKey

NHUBNHMFXQNNMV-UHFFFAOYSA-N

SMILES

C1(C#C)=NC=CC=C1

CAS DataBase Reference

1945-84-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-ETHYNYLPYRIDINE Usage And Synthesis

Uses

2-ETHYNYLPYRIDINE is a useful research chemical.

Chemical Properties

clear dark brown liquid

Uses

2-Ethynylpyridine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis Reference(s)

Synthesis, p. 364, 1981 DOI: 10.1055/s-1981-29448

General Description

2-Ethynylpyridine is a pyridine derivative.

Synthesis

The general procedure for the synthesis of 2-ethynylpyridine from 2-pyridynyltrimethylsilane was as follows: 2-((trimethylmethylsilyl)ethynyl)pyridine (175 mg, 1.0 mmol) was dissolved in a mixed solvent of methanol/dichloromethane (2 mL/1 mL). The reaction system was cooled to 0 °C and potassium hydroxide (112 mg, 2.0 mmol) was subsequently added. After stirring the reaction mixture for 0.5 h at 0 °C, the reaction was quenched with deionized water. The reaction mixture was extracted with dichloromethane (2 x 3 mL) and the organic phases were combined. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the target product 2-ethynylpyridine (80 mg, 80% yield).

References

[1] Angewandte Chemie - International Edition, 2015, vol. 54, # 27, p. 7949 - 7953
[2] Angew. Chem., 2015, vol. 127, # 27, p. 8060 - 8064,5
[3] Canadian Journal of Chemistry, 2005, vol. 83, # 6-7, p. 716 - 727
[4] Dalton Transactions, 2016, vol. 45, # 25, p. 10209 - 10221
[5] Phosphorus, Sulfur and Silicon and Related Elements, 2002, vol. 177, # 5, p. 1041 - 1045

2-ETHYNYLPYRIDINE(1945-84-2)Related Product Information

• 2-ETHYNYLPYRIDINE
• MPEP
• 4-(2-PYRIDYL)-2-METHYL-3-BUTYN-2-OL
• 2-(TRIMETHYLSILYLETHYNYL)PYRIDINE
• Tazarotene
• PYRIDINE，3-CHLORO-5-ETHYNYL
• 4-Ethynylpyridine HCl,4-Ethynylpyridine hychloride
• 3-BROMO-5-(2-TRIMETHYLSILYL)ETHYNYL)PYRIDINE
• 3-ETHYNYLPYRIDINE
• 4-(Trimethlysilyl-ethynyl)pyridine
• 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE
• 4-ETHYNYLPYRIDINE
• 5-Bromo-3-ethynylpyridin-2-ylamine
• 3-Amino-2-(Phenylethynyl)pyridine
• 3-Nitro-2-(phenylethynyl)pyridine
• Hydroquinone
• Pyridine, 2-ethynyl-5-methyl-, 1-oxide (9CI)
• 5-BROMO-2-[2-(TRIMETHYLSILYL)ETHYNYL]PYRIDINE