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ChemicalBook--->CAS DataBase List--->250285-32-6

250285-32-6

250285-32-6 Structure

250285-32-6 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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.
Reactions of 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride
[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
Spectrum DetailBack Directory
[Spectrum Detail]

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride(250285-32-6)1HNMR
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride(250285-32-6)13CNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97%(250285-32-6)
[Alfa Aesar]

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97%(250285-32-6)
[Sigma Aldrich]

250285-32-6(sigmaaldrich)
[TCI AMERICA]

1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride,>98.0%(LC)(T)(250285-32-6)
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