CAS 1228185-09-8 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium Chloride

Synonyms

1,3-Bis(2,6-Di-I-Propylphenyl)-2-Chloroimidazolium Chloride

IUPAC Name

2-chloro-1,3-bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium;chloride

Molecular Weight

459.49

Molecular Formula

C27H36Cl2N2

Canonical SMILES

CC(C)C1=C(C(=CC=C1)C(C)C)N2C=C[N+](=C2Cl)C3=C(C=CC=C3C(C)C)C(C)C.[Cl-];

InChI

JDMACANGISWEGX-UHFFFAOYSA-M

InChI Key

InChI=1S/C27H36ClN2.ClH/c1-17(2)21-11-9-12-22(18(3)4)25(21)29-15-16-30(27(29)28)26-23(19(5)6)13-10-14-24(26)20(7)8;/h9-20H,1-8H3;1H/q+1;/p-1

Melting Point

283-285 °C

Purity

96%

Appearance

White solid

Complexity

453

Covalently-Bonded Unit Count

Exact Mass

458.226g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

CC(C)C1=C(C(=CC=C1)C(C)C)N2C=C[N+](=C2Cl)C3=C(C=CC=C3C(C)C)C(C)C.[Cl-]

Monoisotopic Mass

458.226g/mol

Rotatable Bond Count

Topological Polar Surface Area

8.8A^2

Application

2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium Chloride serves a critical role in synthetic chemistry, particularly in the preparation of aryl fluorides through the deoxyfluorination of phenols. This compound is essential for the effective transformation of phenols into aryl fluorides, utilizing its unique chemical properties to facilitate this reaction. In recent advancements, the Ritter lab has showcased its utility alongside compounds 902314 and 906794 to introduce the [18F]fluoride radiolabel into polypeptides with site-specific precision, enhancing its application for positron emission tomography (PET) imaging in various biological studies. Additionally, when used as part of the PhenoFluorMix, a stable combination with cesium fluoride, it expands its utility to deoxyfluorinate a wide range of substrates, including heterocyclic and structurally complex alcohols, underscoring its versatility and value in both research and practical applications.

March 27, 2025

Essential for PET Imaging Research

Using Alfa Chemistry's 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium Chloride for deoxyfluorination in PET imaging research was straightforward. It effectively facilitated the incorporation of [18F]fluoride into polypeptides. Highly recommended for precision in biological studies.