Chemical Properties
White to Light yellow to Light orange powder to crystal. soluble in methanol.
Uses
1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is also used in organic synthesis, as well as a pharmaceutical intermediate. 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride is used as a reagent in the synthesis of NHC Copper(I) complexes bearing dipyridylamine ligands which exhibit interesting luminescent properties and are potential candidates for organic light-emitting diode applications. 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride is also used as a reagent in the synthesis of 5,6-Dimethyl-9-oxo-9H-xanthene-4-acetic Acid Methyl Ester (D476595); the methyl ester derivative of the drug Vadimezan (V084950).
Definition
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride, also known as IDip HCl or IPr HCl, is a common N-heterocyclic carbene precursors. It could used to produce a novel iron(III)-containing imidazolium salt [DIPrim][FeCl4] which is an effective and easy-to-use catalyst for the cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides bearing β -hydrogens[1-2].
Application
1,3-Bis(2,6-Diisopropylphenyl)imidazolium chloride is also used as a reagent in the synthesis of 5,6-Dimethyl-9-Oxo-9H-xanthene-4-acetic acid methyl ester; the methyl ester derivative of the drug Vadimezan. Moreover, it is an imidazolium salt that is active against all stages of Trypanosoma Cruzi and may represent a promising candidate for treatment of Chagas disease.
Reactions
Precursor to Pd catalysts used in C-N and C-C coupling reactions.
Ligand used in double carbonylation reactions.
Precursor to Ni catalysts used in C-N coupling reactions.
Precursor to Cu catalysts used in copper hydride reactions.
Ligand used in Ru-catalyzed carbonylative C-H cyclization of 2-aryl phenols.
Safety
H300 (37.84%): Fatal if swallowed [Danger Acute toxicity, oral]
H315 (62.16%): Causes skin irritation [Warning Skin corrosion/irritation]
H317 (37.84%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H318 (37.84%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
H319 (62.16%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H400 (37.84%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
H410 (37.84%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
