ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyridine compound Pyridine derivatives 2-Ethynylpyridine

2-Ethynylpyridine

Product Name2-Ethynylpyridine
CAS1945-84-2
MFC7H5N
MW103.12
EINECS628-748-9
MOL File1945-84-2.mol

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)
color	Clear dark brown
Specific Gravity	1.021
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
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English
ALFA	English

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

86521-05-3

1945-84-2

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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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