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

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
MOL File:
250285-32-6.mol
MSDS File:
SDS
Modify Date:
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) 
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(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 574074 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 97% 250285-32-6 500MG ₹7642.45 2022-06-14 Buy
Sigma-Aldrich(India) 574074 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 97% 250285-32-6 2G ₹22331.98 2022-06-14 Buy
TCI Chemicals (India) D3611 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride 250285-32-6 500MG ₹5100 2022-05-26 Buy
TCI Chemicals (India) D3611 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride 250285-32-6 5G ₹16900 2022-05-26 Buy
TCI Chemicals (India) D3611 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride 250285-32-6 25G ₹17500 2022-05-26 Buy
Product number Packaging Price Buy
574074 500MG ₹7642.45 Buy
574074 2G ₹22331.98 Buy
D3611 500MG ₹5100 Buy
D3611 5G ₹16900 Buy
D3611 25G ₹17500 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).

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

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

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

Global( 268)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
HYPERSYNTH LIFE SCIENCES +91-9989233308 +91-9989233308 Hyderabad, India 89 58 Inquiry
Anax Laboratories +91 (40) 6464-2010 New Delhi, India 177 0 Inquiry
Gagri Global IT Services Pvt. Ltd. +91-40-27170174, Telangana, India 1321 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Hypersynth Life Sciences 08048372764Ext 175 Mallapur, India 67 58 Inquiry
Reax Chemicals 08048372701Ext 416 Hyderabad, India 4223 58 Inquiry
Xilinglab Co., Ltd. +8618381337976 China 86 58 Inquiry
Henan Fengda Chemical Co., Ltd +86-371-86557731 +86-13613820652 China 20361 58 Inquiry
Supplier Advantage
HYPERSYNTH LIFE SCIENCES 58
Anax Laboratories 0
Gagri Global IT Services Pvt. Ltd. 58
A.J Chemicals 58
TCI Chemicals (India) Pvt. Ltd. 58
Alfa Aesar 58
Hypersynth Life Sciences 58
Reax Chemicals 58
Xilinglab Co., Ltd. 58
Henan Fengda Chemical Co., Ltd 58

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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