4,4',4''-Trimethyl-2,2':6',2''-terpyridine

Name: 4,4',4''-Trimethyl-2,2':6',2''-terpyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 33354-75-5
Cat. No. CS-0086862
Purity≥95%
MDL No.None

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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+
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4,4',4''-Trimethyl-2,2':6',2''-terpyridine|CS-0086862

Structure of 33354-75-5

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General Information

CAS No. 33354-75-5
Cat. No. CS-0086862
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₇N₃
Molecular Weight 275.35
Synonym(s) 2,2':6',2''-Terpyridine, 4,4',4''-trimethyl-
SMILES CC1=CC(C2=NC=CC(C)=C2)=NC(C3=CC(C)=CC=N3)=C1

Description

4,4',4''-Trimethyl-2,2':6',2''-terpyridine features three methyl groups at the 4-positions of its terpyridine backbone, enhancing solubility and steric protection around the nitrogen donor sites. This electronic and steric tuning enables robust metal coordination, particularly with transition metals like iron and ruthenium, in catalytic systems and molecular architectures.

Application

4,4',4''-Trimethyl-2,2':6',2''-terpyridine serves as a robust, bench-stable ligand for transition metal coordination, particularly in palladium- and copper-catalyzed cross-coupling reactions. Its three methyl groups enhance solubility and steric control, while the terpyridine core provides strong chelation and redox stability. Functions effectively in catalytic systems requiring modular ligand design and orthogonal reactivity.

Synthesis

Route1
- In-stock
  
  73112-16-0
- 301652-23-3
- ~55%
- In-stock
  
  33354-75-5
References
- Fallahpour Synthesis, 2000 , # 12 p. 1665 - 1667
Route2
- In-stock
  
  4664-16-8
- ~%
- In-stock
  
  33354-75-5
References
- Fallahpour Synthesis, 2000 , # 12 p. 1665 - 1667

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-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.67
LogP 4.13086
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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4,4',4''-Trimethyl-2,2':6',2''-terpyridine

CAS No. 33354-75-5

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