1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride
- Product Name
- 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride
- CAS No.
- 250285-32-6
- Chemical Name
- 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride
- Synonyms
- IPr.HCl;1H-Imidazolium, 1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1);1,3-bis(2,6-diisopropylphenyl)-1H-iMidazol-3-iuM chloride;1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE;ium ChL;1,3-Bis(2,6-diisopropyL;VLOOKUP(C13,[1]Export!$D:$H,5,0);1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLI&;1,3-bis(2,6-diisopropylphenyl)-1H-iMidaz;1,3-Bis(2,6-diisopropylphenyl)-1H-iMidazoliu
- CBNumber
- CB3260739
- Molecular Formula
- C27H37ClN2
- Formula Weight
- 425.05
- MOL File
- 250285-32-6.mol
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Property
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 574074
- Product name
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
- Purity
- 97%
- Packaging
- 500mg
- Price
- $66.6
- Updated
- 2024/03/01
- Product number
- 574074
- Product name
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
- Purity
- 97%
- Packaging
- 2g
- Price
- $246
- Updated
- 2024/03/01
- Product number
- D3611
- Product name
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $403
- Updated
- 2024/03/01
- Product number
- D3611
- Product name
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $1400
- Updated
- 2024/03/01
- Product number
- H27150
- Product name
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97%
- Packaging
- 1g
- Price
- $163.65
- Updated
- 2024/03/01
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Chemical Properties,Usage,Production
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).
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.
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
[1] Yan C, et al. An efficient and recyclable iron(III)-containing imidazolium salt catalyst for cross-coupling of aryl Grignard reagents with alkyl halides. Science Bulletin, 2012; 57: 1953–1958.
[2] Hans M, et al. Efficient synthetic protocols for the preparation of common N-heterocyclic carbene precursors. Beilstein Journal of Organic Chemistry, 2015; 11: 2318–2325.
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride manufacturers
- Product
- 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE 250285-32-6
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-24
- Product
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 250285-32-6
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-30
- Product
- 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE 250285-32-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2022-09-26