4-([2,2':6',2''-Terpyridin]-4'-yl)aniline

Name: 4-([2,2':6',2''-Terpyridin]-4'-yl)aniline
Brand: ChemScene
Availability: InStock
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CAS No. 178265-65-1
Cat. No. CS-0155853
Molecule weightNone
Purity≥95%
MDL No.MFCD06796989

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4-([2,2':6',2''-Terpyridin]-4'-yl)aniline|CS-0155853

Structure of 178265-65-1

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General Information

CAS No. 178265-65-1
Cat. No. CS-0155853
Purity ≥95%
MDL No. MFCD06796989
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₁₆N₄
Molecular Weight None
Synonym(s) 4-(2,6-dipyridin-2-ylpyridin-4-yl)aniline
SMILES C1=CC=NC(=C1)C2=NC(=CC(=C2)C3=CC=C(C=C3)N)C4=CC=CC=N4

Description

This 4-([2,2':6',2''-terpyridin]-4'-yl)aniline features a rigid terpyridine core linked to an aniline moiety, enabling strong metal chelation and electronic communication. The extended π-system facilitates charge transfer and enhances coordination stability in transition metal complexes.

Application

4-([2,2':6',2''-Terpyridin]-4'-yl)aniline serves as a versatile ligand scaffold in transition metal coordination chemistry, enabling robust chelation through its tridentate terpyridine moiety. The aniline functionality provides a handle for further derivatization and enhances solubility in organic media. Its bench-stable nature and compatibility with common coupling reactions make it a practical choice for constructing luminescent complexes and catalytic systems in synthetic and materials applications.

Synthesis

Route1
- In-stock
  
  89972-76-9
- ~54%
- In-stock
  
  178265-65-1
References
- Mutai, Toshiki; Cheon, Jin-Dong; Arita, Shinpei; Araki, Koji Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 7 p. 1045 - 1050
Route2
- 178265-54-8
- ~61%
- In-stock
  
  178265-65-1
References
- Storrier, Gregory D.; Colbran, Stephen B.; Craig, Donald C. Journal of the Chemical Society - Dalton Transactions, 1997 , # 17 p. 3011 - 3028
Route3
- 1122-62-9
- ~%
- In-stock
  
  178265-65-1
References
- Zhang, Xiao-Chun; Huo, Zhi-Ming; Wang, Ting-Ting; Zeng, He-Ping Journal of Physical Organic Chemistry, 2012 , vol. 25, # 9 p. 754 - 759

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 64.69
LogP 4.4548
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Covalent Organic Frameworks Amido COFs Linkers

Material Science Material Building Blocks Covalent Organic Frameworks (COFs) Linkers Amine Linkers

Material Science Polymer/Macromolecule Reagents Covalent Organic Frameworks (COFs) Linkers Amine Linkers

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4-([2,2':6',2''-Terpyridin]-4'-yl)aniline

CAS No. 178265-65-1

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