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1,3-Dimesitylimidazolium Chloride
(CAS RN:141556-45-8 Product Number:D3446)

Structure

1,3-Dimesitylimidazolium Chloride
Synonym 1,3-Bis(2,4,6-trimethylphenyl)imidazolium Chloride
Synonym IMes·HCl

General Information

Product Number D3446

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Purity/Analysis Method >98.0%(HPLC)
Storage Temperature
M.F. / M.W. C21H25ClN2=340.90
CAS RN 141556-45-8
Related CAS RN
MDL Number MFCD02684541
Packaging and Container
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Purity(HPLC) min. 98.0 area%
Purity(with Total Nitrogen) min. 96.0 %

Data of Reference

mp 352°C(lit.)

References

Reaxys-RN 5468834
PubChem SID 87559077

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :If on skin: Wash with plenty of soap and water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Application

Ester-amide Exchange Reactions of Vinyl Esters Using N-Heterocyclic Carbene (NHC) Catalysts

D3446, D3611, (D3870, B3465)

Experimental procedure:
A suspension of potassium tert-butoxide (2.8 mg, 0.025 mmol) and IMes·HCl (10.2 mg, 0.03 mmol) in anhydrous toluene (1.0 mL) is stirred at ambient temperature for 0.5 h. A vinyl ester (0.5 mmol) and an amine (0.75 mmol) are added subsequently and the solution is stirred at 60 °C. The crude mixture is purified by flash silica gel column chromatography to give the desired product.

References

NHC-catalyzed Difluorocarbene Generation and Aryl Difluoromethyl Ether Synthesis

T3022&D3446

Typical Procedure (Entry 2):
To a toluene solution (0.4 mL) of 1,3-dimesitylimidazolium chloride (IMes•HCl) (2.7 mg, 0.0079 mmol), sodium carbonate (8.5 mg, 0.080 mmol), and 6,7-dimethyl-α-tetralone (70 mg, 0.40 mmol) is added trimethylsilyl difluoro(fluorosulfonyl)acetate (100 μL, 0.48 mmol) at room temperature. The reaction mixture is stirred and heated at 80 °C for 1 h. After cooling the resulting mixture to room temperature, DDQ (182 mg, 0.80 mmol) and toluene (2 mL) are added and the mixture is heated at 100 °C for 2 h. Purification by column chromatography (SiO2, hexane) gives the desired product (82 mg, Y. 91%) as a colorless liquid.

References

Regioselectivity-Switchable Hydroarylation of Styrenes

References

PubMed Literature

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