1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate

Name: 1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate
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CAS No. 286014-25-3
Cat. No. CS-0085344
Purity≥97%
MDL No.MFCD04971187

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate|CS-0085344

Structure of 286014-25-3

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Description

This imidazolium salt features two bulky 2,6-diisopropylphenyl groups that confer exceptional steric protection and enhance solubility in organic media. The tetrafluoroborate counterion ensures high stability and facilitates easy handling under standard conditions. Designed for use in catalytic systems requiring robust, electron-deficient cations, this compound integrates readily into transition metal complexes and organocatalytic frameworks where steric bulk prevents unwanted side reactions.

Application

1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate serves as a stable, bench-ready N-heterocyclic carbene precursor with enhanced steric protection. Its bulky diisopropylphenyl groups confer high kinetic stability and excellent functional group tolerance, enabling reliable use in palladium-catalyzed cross-coupling reactions and transition metal catalysis. The tetrafluoroborate counterion facilitates easy handling and purification, making it well-suited for reproducible synthesis of complex molecular architectures in industrial and academic R&D settings.

General Information

CAS No. 286014-25-3
Cat. No. CS-0085344
Purity ≥97%
MDL No. MFCD04971187
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₇BF₄N₂
Molecular Weight 476.40
Synonym(s) None
SMILES FB(F)F.CC(C)C1=C(N(C=C2)C=[N+]2C(C(C(C)C)=CC=C3)=C3C(C)C)C(C(C)C)=CC=C1.[F-]

Computational Chemistry Data

TPSA 8.81
LogP 5.1314
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 6

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate

CAS No. 286014-25-3

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