1,3-Di-t-butylbenzimidazolium chloride

Name: 1,3-Di-t-butylbenzimidazolium chloride
Brand: ChemScene
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CAS No. 946607-10-9
Cat. No. CS-0087434
Purity≥97%
MDL No.None

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1,3-Di-t-butylbenzimidazolium chloride|CS-0087434

Structure of 946607-10-9

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General Information

CAS No. 946607-10-9
Cat. No. CS-0087434
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₃ClN₂
Molecular Weight 266.81
Synonym(s) 1,3-Di-tert-butylbenzimidazolium chloride
SMILES CC(C)(N1C=[N+](C2=CC=CC=C12)C(C)(C)C)C.[Cl-]

Description

1,3-Di-t-butylbenzimidazolium chloride features a sterically shielded benzimidazolium core with two bulky t-butyl groups flanking the nitrogen atoms. This substitution enhances stability and solubility in organic media while minimizing nucleophilic attack at the cationic center. The chloride counterion enables straightforward anion exchange for tailored reactivity. Ideal for catalytic applications requiring robust, electron-deficient imidazolium platforms under standard bench conditions.

Application

1,3-Di-t-butylbenzimidazolium chloride serves as a robust, bench-stable N-heterocyclic carbene (NHC) precursor with enhanced steric protection from the bulky t-butyl groups. It facilitates efficient metal-free catalysis in cross-coupling and C–H activation reactions, offering high functional group tolerance and ease of handling. The chloride counterion enables straightforward salt formation and purification, making it ideal for synthetic workflows requiring stable, modular benzimidazolium building blocks.

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

TPSA 8.81
LogP 0.4428
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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1,3-Di-t-butylbenzimidazolium chloride

CAS No. 946607-10-9

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