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
- Molecular Weight:
- 425.05
- MDL Number:
- MFCD02684545
- MOL File:
- 250285-32-6.mol
- MSDS File:
- SDS
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
Risk and Safety Statements
Symbol(GHS) | GHS07 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
Hazard Codes | Xi | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 3 | |||||||||
TSCA | No | |||||||||
HS Code | 29332900 | |||||||||
NFPA 704 |
|
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride price More Price(56)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 574074 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 97% | 250285-32-6 | 500mg | $66.6 | 2024-03-01 | Buy |
Sigma-Aldrich | 574074 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 97% | 250285-32-6 | 2g | $246 | 2024-03-01 | Buy |
TCI Chemical | D3611 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride >98.0%(HPLC)(T) | 250285-32-6 | 5g | $403 | 2024-03-01 | Buy |
TCI Chemical | D3611 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride >98.0%(HPLC)(T) | 250285-32-6 | 25g | $1400 | 2024-03-01 | Buy |
Alfa Aesar | H27150 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97% | 250285-32-6 | 1g | $163.65 | 2024-03-01 | Buy |
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Chemical Properties,Uses,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).
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]
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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Xilinglab Co., Ltd. | +8618381337976 | bd@xilinglab.com | China | 86 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20284 | 58 |
Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29791 | 60 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18751 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32957 | 60 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29880 | 58 |
Changzhou Ansciep Chemical Co., Ltd. | +86 519 86305871 | sales@ansciepchem.com | CHINA | 4241 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 17777 | 58 |
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- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a valuable tool in organic synthesis but requires cautious handling.
- Nov 16,2023
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View Lastest Price from 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-01-02 | 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
250285-32-6
|
US $200.00-1.00 / KG | 1KG | 99%, 99.5% Sublimated | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | ||
2022-09-27 | 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE
250285-32-6
|
US $0.00 / kg | 1kg | 99% | 1000kg | henan kanbei chemical co.,ltd | ||
2021-07-02 | 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE
250285-32-6
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
- 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
250285-32-6
- US $200.00-1.00 / KG
- 99%, 99.5% Sublimated
- Henan Fengda Chemical Co., Ltd
- 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE
250285-32-6
- US $0.00 / kg
- 99%
- henan kanbei chemical co.,ltd
- 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE
250285-32-6
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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