1,3-Bis((S)-1-phenylethyl)-1H-imidazol-3-ium chloride

Name: 1,3-Bis((S)-1-phenylethyl)-1H-imidazol-3-ium chloride
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CAS No. 186354-60-9
Cat. No. CS-0569823
Purity≥98%
MDL No.None

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1,3-Bis((S)-1-phenylethyl)-1H-imidazol-3-ium chloride|CS-0569823

Structure of 186354-60-9

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General Information

CAS No. 186354-60-9
Cat. No. CS-0569823
Purity ≥98%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₁ClN₂
Molecular Weight 312.84
Synonym(s) 1H-Imidazolium, 1,3-bis[(1S)-1-phenylethyl]-, chloride
SMILES C[C@@H](C1=CC=CC=C1)N2C=C[N+](=C2)[C@@H](C)C3=CC=CC=C3.[Cl-]

Description

This chiral imidazolium salt features two (S)-1-phenylethyl groups flanking the imidazolium core, delivering enhanced stereochemical control in catalytic transformations. The chloride counterion ensures high solubility in polar solvents and facilitates efficient ion exchange. Designed for asymmetric synthesis, it integrates seamlessly into organocatalytic systems requiring robust chiral environments.

Application

1,3-Bis((S)-1-phenylethyl)-1H-imidazol-3-ium chloride serves as a chiral imidazolium salt with well-defined stereochemistry, enabling asymmetric catalysis in C–H functionalization and nucleophilic substitution reactions. Its bench-stable, crystalline nature facilitates handling and purification, while the (S)-1-phenylethyl groups provide robust stereocontrol in enantioselective transformations. Functions reliably as a precatalyst or ligand in transition-metal-catalyzed processes requiring precise chiral environments.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 8.81
LogP 0.9982
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1,3-Bis((S)-1-phenylethyl)-1H-imidazol-3-ium chloride

CAS No. 186354-60-9

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