1,3,5-Tris(pyridin-4-ylethynyl)benzene

Name: 1,3,5-Tris(pyridin-4-ylethynyl)benzene
Brand: ChemScene
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CAS No. 168289-78-9
Cat. No. CS-0110384
Purity≥97%
MDL No.MFCD25541760

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1,3,5-Tris(pyridin-4-ylethynyl)benzene|CS-0110384

Structure of 168289-78-9

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General Information

CAS No. 168289-78-9
Cat. No. CS-0110384
Purity ≥97%
MDL No. MFCD25541760
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₁₅N₃
Molecular Weight 381.44
Synonym(s) None
SMILES C(#CC=1C=C(C#CC=2C=CN=CC2)C=C(C#CC=3C=CN=CC3)C1)C=4C=CN=CC4

Description

1,3,5-Tris(pyridin-4-ylethynyl)benzene features three pyridyl-substituted ethynyl arms symmetrically arranged around a central benzene core. This rigid, electron-deficient scaffold enables efficient coordination to transition metals and facilitates the construction of extended π-conjugated architectures. The molecule exhibits excellent thermal stability and solubility in common organic solvents, supporting its use in materials chemistry and supramolecular assembly.

Application

1,3,5-Tris(pyridin-4-ylethynyl)benzene serves as a versatile multidentate ligand and scaffold for metal-catalyzed cross-coupling reactions. Its rigid, conjugated structure provides enhanced π-stacking and chelation potential, enabling stable coordination to transition metals in catalytic systems. The pyridyl-ethynyl units exhibit excellent functional group tolerance and bench stability, facilitating straightforward purification and integration into complex molecular architectures. This compound functions as a key building block in the synthesis of advanced materials and functionalized heterocycles.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.67
LogP 4.071
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Key Words

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1,3,5-Tris(pyridin-4-ylethynyl)benzene

CAS No. 168289-78-9

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