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

ChemicalBook > CAS DataBase List > 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
TSCA: No
HS Code: 29332900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 574074
Product name: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
Purity: 97%
Packaging: 500mg
Price: $66.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 574074
Product name: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
Purity: 97%
Packaging: 2g
Price: $246
Updated: 2024/03/01

TCI Chemical

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

TCI Chemical

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

Alfa Aesar

Product number: H27150
Product name: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97%
Packaging: 1g
Price: $163.65
Updated: 2024/03/01

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

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View Lastest Price from 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride manufacturers

Henan Fengda Chemical Co., Ltd

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

henan kanbei chemical co.,ltd

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

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE 250285-32-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

250285-32-6, 1,3-Bis (2,6-diisopropylphenyl) imidazolium chlorideRelated Search:

N,N'-Diethylthiourea 1,3-Diiodopropane 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine,min.98% 1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE 1,3-Propane sultone 1,3-Diphenylacetone 1,3-Bis[2,6-bis(1-methylethyl)phenyl]-2-(trichloromethyl)-imidazolidine Diethyl 1,3-acetonedicarboxylate 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM TETRAFLUOROBORATE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM TETRAFLUOROBORATE 1,3-BIS(2,6-DIISOPROPYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride,95% 1,2-DIMETHYL-3-PROPYLIMIDAZOLIUM IODIDE 1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride 1,3-DIMETHYLIMIDAZOLIUM CHLORIDE

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%

IPr.HCl

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-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)-1H-iMidazol-3-iuM chloride

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-DI-I-PROPYLPHENYL)IMIDAZOLIUM CHLORIDE

1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE

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&gt

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