2,6,10-Trimethyl-2,6,10-triazaundecane

Name: 2,6,10-Trimethyl-2,6,10-triazaundecane
Brand: ChemScene
Availability: InStock
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CAS No. 3855-32-1
Cat. No. CS-0197199
Purity≥98%
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+
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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2,6,10-Trimethyl-2,6,10-triazaundecane|CS-0197199

Structure of 3855-32-1

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General Information

CAS No. 3855-32-1
Cat. No. CS-0197199
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₇N₃
Molecular Weight 201.35
Synonym(s) PMDETAPentamethyldipropylenetriamine
SMILES CN(C)CCCN(C)CCCN(C)C

Description

This triazacrown ligand features three nitrogen atoms spaced along a flexible aliphatic backbone, enabling selective coordination to metal ions in aqueous and organic media. The methyl substituents enhance solubility and reduce aggregation, while the macrocyclic architecture provides preorganized binding sites for transition metals.

Application

2,6,10-Trimethyl-2,6,10-triazaundecane serves as a versatile tridentate ligand in transition metal catalysis, offering enhanced solubility and steric control in palladium- and nickel-catalyzed cross-coupling reactions. Its tertiary amine centers provide strong coordination to metals, while the methyl substituents improve stability and reduce aggregation. The molecule functions effectively in both homogeneous catalysis and complexation chemistry, facilitating efficient reaction outcomes under standard bench conditions.

Synthesis

Route1
- 50-00-0
- In-stock
  
  6711-48-4
- ~80%
- In-stock
  
  3855-32-1
References
- Liang, Hong-Chang; Zhang, Christiana Xin; Henson, Mark J.; Sommer, Roger D.; Hatwell, Karen R.; Kaderli, Susan; Zuberbuehler, Andreas D.; Rheingold, Arnold L.; Solomon, Edward I.; Karlin, Kenneth D. Journal of the American Chemical Society, 2002 , vol. 124, # 16 p. 4170 - 4171
Route2
- 50-00-0
- In-stock
  
  105-83-9
- ~%
- In-stock
  
  3855-32-1
References
- Marxer; Miescher Helvetica Chimica Acta, 1951 , vol. 34, p. 924,927
Route3
- 50-00-0
- 294-80-4
- ~45%
- In-stock
  
  3855-32-1
- 133256-59-4
References
- Alder, Roger W.; Colclough, David; Mowlam, Rodney W. Tetrahedron Letters, 1991 , vol. 32, # 52 p. 7755 - 7758

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 2735
Class : 8	Packing Group : Ⅲ
Hazard Statements : H227-H314
Precautionary Statements : P210-P260-P264-P280-P301+P330+P331-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 9.72
LogP 0.8216
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Amine

Material Science Biomaterials/Biocompatible Materials Research Reagents Polymerization Reagents (Initiators, Catalysts, Ligands) Polyurethane Catalysts

Material Science Polymer/Macromolecule Reagents Polymerization Reagents Polymerization Catalysts

Key Words

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2,6,10-Trimethyl-2,6,10-triazaundecane

CAS No. 3855-32-1

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