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CAS RN: 141556-45-8 | Product Number: D3446

1,3-Dimesitylimidazolium Chloride


Purity: >98.0%(HPLC)
Synonyms:
  • 1,3-Bis(2,4,6-trimethylphenyl)imidazolium Chloride
  • IMes·HCl
Documents:
1G
$71.00
4   2   ≥40 
5G
$228.00
1   1   ≥40 

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Product Number D3446
Purity / Analysis Method >98.0%(HPLC)
Molecular Formula / Molecular Weight C__2__1H__2__5ClN__2 = 340.90 
Physical State (20 deg.C) Solid
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 141556-45-8
Reaxys Registry Number 5468834
PubChem Substance ID 87559077
MDL Number

MFCD02684541

Specifications
Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(with Total Nitrogen) min. 96.0 %
Properties (reference)
Melting Point 352 °C
Solubility (soluble in) Methanol
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
Related Laws:
Transport Information:
HS Number 2933.29.4300
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


Application
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


Application
Regioselectivity-Switchable Hydroarylation of Styrenes

Reference


PubMed Literature


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