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530921

Sigma-Aldrich

4-Ethynylpyridine hydrochloride

97%, solid

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About This Item

Empirical Formula (Hill Notation):
C7H5N · HCl
CAS Number:
352530-29-1
Molecular Weight:
139.58
MDL number:
MFCD03093912
UNSPSC Code:
12352100
PubChem Substance ID:
24877786
NACRES:
NA.22

Assay

97%

form

solid

mp

150 °C (dec.) (lit.)

SMILES string

Cl.C#Cc1ccncc1

InChI

1S/C7H5N.ClH/c1-2-7-3-5-8-6-4-7;/h1,3-6H;1H

InChI key

KFBZWZGIZHLUBX-UHFFFAOYSA-N

General description

4-Ethynylpyridine hydrochloride acts as a ligand for the synthesis of various metallic complexes.

Application

4-Ethynylpyridine hydrochloride may be used in the preparation of the following 2-methyl-6-(phenylethynyl)pyridine (MPEP) analogs:
  • 1,4-bis(pyridin-4-ylethynyl)benzene
  • 4-((5,5-dimethyl-1,3,2-dioxaborinan-2-yl)ethynyl)pyridyl
  • 4-((3-iodophenyl)ethynyl)pyridine
  • 4-((4-iodophenyl)ethynyl)pyridine
  • 1,4-di(pyridine-4-yl)buta-1,3-diyne

It may also be used in the preparation of:
  • (rac)-2,8-bis(4-pyridylethynyl)-4,10-dimethyl-5,11-methano-6H,12H-dibenzo[b,f][1,5]diazocine, a Tröger′s base derived bis(pyridyl) ligand
  • (2RS,6RS)-2-(4-methoxyphenyl)-6-(2-(4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)ethyl)dihydro-2H-pyran-4(3H)-one, a substituted tetrahydropyrone
  • BINOL (1,1′-bi-2-naphthol)-based bis(4-pyridyl) ligands

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB9361
BGBB1276V
BGBB0361
1422928
03417TH

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Self?Sorting Effects in the Self?Assembly of Metallosupramolecular Rhombi from Chiral BINOL?Derived Bis (pyridine) Ligands.
Gutz C, et al.
European Journal of Organic Chemistry, 2104(1), 206-216 (2014)
Structural and Nonlinear Optical Properties of Aligned Heterotrinuclear [RuII?(Spacer)?MII?(Spacer)?RuII] Complexes (M= Pd, Pt; spacer= 4?ethynylpyridine).
Ge Q, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 4(6), 998-1005 (2009)
Structure?Activity Relationships for Negative Allosteric mGluR5 Modulators.
Kaae BH, et al.
ChemMedChem, 7(3), 440-451 (2012)
Self?Discriminating Self?Assembly of Dinuclear Heterochiral Rhombs from Troger?s Base Derived Bis (pyridyl) Ligands.
Weilandt T, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 16(8), 2418-2426 (2010)
Diversity-Oriented Synthesis of a Library of Substituted Tetrahydropyrones Using Oxidative Carbon-Hydrogen Bond Activation and Click Chemistry.
Zaware N, et al.
Molecules (Basel), 16(5), 3648-3662 (2011)
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