| Identification | More | [Name]
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE | [CAS]
250285-32-6 | [Synonyms]
1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLI&
1,3-Bis(2,6-di-i-propylphenyl)imidazoliumchloride,min.95%
1,3-BIS(2,6-DI-I-PROPYLPHENYL) IMIDAZOLIUM CHLORIDE, MIN. 95%
1,3-BIS[2,6-BIS(1-METHYLETHYL)PHENYL]-1H-IMIDAZOLIUM CHLORIDE
1,3-Bis-(2,6-diisopropyl-phenyl)-3H-imidazol-1-ium chloride
1,3-(2,6-Diisopropylphenyl)imidazolium Chloride
IPr.HCl | [EINECS(EC#)]
627-434-9 | [Molecular Formula]
C27H37ClN2 | [MDL Number]
MFCD02684545 | [Molecular Weight]
425.05 | [MOL File]
250285-32-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White, off-white or tan powder | [Melting point ]
278 °C (dec.)(lit.)
| [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Powder | [color ]
White, off-white or tan | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Hygroscopic | [InChIKey]
AVJBQMXODCVJCJ-UHFFFAOYSA-M | [CAS DataBase Reference]
250285-32-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
No | [HS Code ]
29332900 |
| Hazard Information | Back Directory | [Chemical Properties]
White, off-white or tan powder | [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). | [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. | [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].
| [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.
 | [reaction suitability]
reagent type: ligand | [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] | [References]
Suzuki-Miyaura Reaction
Esterification of α-Halo-α,β-unsaturated Aldehydes by Using a Carbene Catalyst
Cycloaddition of CO2 to Epoxides Catalyzed by N-Heterocyclic Carbene (NHC)–ZnBr2 System under Mild Conditions |
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