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

Shaanxi Dideu Medichem Co. Ltd
Product
1,3-BIS(2,6-DIISOPROPYLPHENYL)IMIDAZOLIUM CHLORIDE 250285-32-6
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-24
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

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)
  • 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