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1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Structure
1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride structure
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
Last updated:2023-11-16 10:43:53
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1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Properties

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)  GHS hazard pictograms
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
2 0

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
Product number Packaging Price Buy
574074 500mg $66.6 Buy
574074 2g $246 Buy
D3611 5g $403 Buy
D3611 25g $1400 Buy
H27150 1g $163.65 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.
Reactions of 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

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 synthesis

50-00-0
74663-75-5
250285-32-6
Synthesis of 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride from Formaldehyde and Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Preparation Products And Raw materials

Raw materials

Preparation Products

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride Suppliers

Global( 270)Suppliers
Supplier Tel Email 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 7613 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Changzhou Ansciep Chemical Co., Ltd. 		+86 519 86305871 sales@ansciepchem.com CHINA 4242 58
Hubei Jusheng Technology Co.,Ltd. 		18871490254 linda@hubeijusheng.com CHINA 28180 58
Accela ChemBio Inc. 		(+1)-858-699-3322 info@accelachem.com United States 19965 58
Supplier Advantage
Xilinglab Co., Ltd.
58
Henan Fengda Chemical Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Changzhou Ansciep Chemical Co., Ltd. 		58
Hubei Jusheng Technology Co.,Ltd. 		58
Accela ChemBio Inc. 		58

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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
1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride pictures 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
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE pictures 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
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE pictures 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 Spectrum

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride(250285-32-6)1HNMR 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride(250285-32-6)13CNMR

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1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,97% 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLI& 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 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-diisopropylphenyl)imidazolium chloride,95% A1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE 1,3-Bis(2,6-di-i-propylphenyl)imidazolium chloride, 97+% 1,3-Bis(2,6-diisopropylphenyl)iMidazoliuM chloride, 97% 2GR 1,3-Bis[2,6-bis(isopropyl)phenyl]-1H-imidazol-3-ium chloride 1,3-Bis[2,6-bis(prop-2-yl)phenyl]-1H-imidazol-3-ium chloride 1,3-Bis(2,6-diisopropylphenyl)-1H-iMidazoliuM chloride 1,3-Bis(2,6-diisopropylphenyl)iMidazoliuM chloride 97% 1,3-bis[2,6-di(propan-2-yl)phenyl]iMidazol-1-iuM,chloride 2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride 1,3-Bis(2,6-di-i-propylphenyl)imidazoliumchlorideipr HCl 1,3-Bis(2,6-diisopropylphenyl)imidazol-1-ium chloride 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE VLOOKUP(C13,[1]Export!$D:$H,5,0) 1,3-Bis(2,6-diisopropylphenyl)-1H-iMidazoliu 1,3-bis(2,6-diisopropylphenyl)-1H-iMidaz 1,3-Bis(2,6-diisopropyL ium ChL 1,3-Bis[2,6-bis(isopropyl)phenyl]-1H-imidazol-3-ium chloride 97% 1,3-bis(2,6-diisopropylphenyl)imidazol-1-ium 1,3-Bis(2,6-diisopropylphenyl)imidazoliumChloride> IPr.HCl 1,3-bis(2,6-diisopropylphenyl)-1H-iMidazol-3-iuM chloride 1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE 1H-Imidazolium, 1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1H-Imidazolium chloride (1:1) 250285-32-6 C27H37ClN2 C27H37N C27H37N2Cl C29H41N Catalysis and Inorganic Chemistry NHC Compounds organic amine Achiral Nitrogen NHC Imidazolium Compounds Ligands N-Heterocyclic Carbene Ligands Synthetic Organic Chemistry Catalysis and Inorganic Chemistry Chemical Synthesis NHC Compounds