1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride

Name: 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride
Brand: ChemScene
Availability: InStock
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CAS No. 131042-78-9
Cat. No. CS-0035194
Purity≥95%
MDL No.MFCD23701467

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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-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride|CS-0035194

Structure of 131042-78-9

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Description

This imidazolium salt features two adamantan-1-yl groups flanking the imidazolium core, delivering exceptional steric bulk and thermal stability. The chloride counterion ensures high solubility in polar solvents, enabling efficient use in catalytic systems and phase-transfer applications.

Application

1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride serves as a sterically encumbered, bench-stable N-heterocyclic carbene precursor with enhanced solubility in organic media. It facilitates transition-metal-catalyzed cross-coupling reactions and functions as a robust ligand scaffold in palladium- and nickel-catalyzed transformations. Its adamantyl substituents confer high thermal stability and resistance to decomposition, enabling reliable performance in demanding synthetic sequences.

General Information

CAS No. 131042-78-9
Cat. No. CS-0035194
Purity ≥95%
MDL No. MFCD23701467
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₃₃ClN₂
Molecular Weight 372.97
Synonym(s) 1,3-ditricyclo[3.3.1.1~3,7~]dec-1-yl-1H-imidazol-3-ium
SMILES [C@@H]1(C[C@@H]2C[C@@H](C3)C1)CC3(C2)[N+]4=CN(C=C4)C5(C[C@H]6C7)C[C@@H](C6)C[C@@H]7C5.[Cl-]

Computational Chemistry Data

TPSA 8.81
LogP 1.6302
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride

CAS No. 131042-78-9

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