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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
Last updated:2023-11-16 10:43:53

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.

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

Global( 277)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 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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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 $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,97% 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLI& 1,3-BIS[2,6-BIS(1-METHYLETHYL)PHENYL]-1H-IMIDAZOLIUM CHLORIDE 1,3-Bis-(2,6-diisopropyl-phenyl)-3H-imidazol-1-ium chloride 1,3-(2,6-Diisopropylphenyl)imidazolium Chloride 1,3-Bis(2,6-di-i-propylphenyl)imidazoliumchloride,min.95% 1,3-BIS(2,6-DI-I-PROPYLPHENYL) IMIDAZOLIUM CHLORIDE, MIN. 95% 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,95% A1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE 1,3-Bis(2,6-di-i-propylphenyl)imidazolium chloride, 97+% 1,3-Bis(2,6-diisopropylphenyl)iMidazoliuM chloride, 97% 2GR 1,3-Bis[2,6-bis(isopropyl)phenyl]-1H-imidazol-3-ium chloride 1,3-Bis[2,6-bis(prop-2-yl)phenyl]-1H-imidazol-3-ium chloride 1,3-Bis(2,6-diisopropylphenyl)-1H-iMidazoliuM chloride 1,3-Bis(2,6-diisopropylphenyl)iMidazoliuM chloride 97% 1,3-bis[2,6-di(propan-2-yl)phenyl]iMidazol-1-iuM,chloride 2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride 1,3-Bis(2,6-di-i-propylphenyl)imidazoliumchlorideipr HCl 1,3-Bis(2,6-diisopropylphenyl)imidazol-1-ium chloride 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE VLOOKUP(C13,[1]Export!$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) 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride , IPr.HCl 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