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CAS RN: 173035-10-4 | Product Number: B3158

1,3-Bis(2,4,6-trimethylphenyl)imidazolinium Chloride

Purity: >98.0%(T)(HPLC)
  • SIMes·HCl
6   ≥20 
1   ≥20 

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Product Number B3158
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__2__1H__2__7ClN__2 = 342.91  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Hygroscopic
CAS RN 173035-10-4
Reaxys Registry Number 7455488
PubChem Substance ID 87560276
MDL Number


Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(Nonaqueous Titration) min. 98.0 %
Properties (reference)
Melting Point 286 °C
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.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
HS Number 2933299090
Reduction of carbon dioxide to carbon monoxide using N-heterocyclic carbenes (NHCs)

Typical procedure: 1,3-bis(2,4,6-trimethylphenyl)imidazolinium chloride (17 mg), dried potassium carbonate (138.2 mg) and DMSO (1 mL) are added into a dry reaction tube (10 mL). The mixture is stirred at room temperature for 1 h to generate the carbene, which is then reacted with carbon dioxide (in balloon). After the mixture is stirred for 2 h at room temperature, trans-cinnamaldehyde (62 micro-L) is added into the mixture. Then the reaction mixture is stirred for 4 days at room temperature, and quenched with HCl solution (1 M, 4 mL). The quenched mixture is extracted with ethyl acetate (3 x 4 mL). The combined organic layers are washed with brine (5 mL), dried over Na2SO4 and filtered. The solution is concentrated in vacuo to give crude trans-cinnamic acid in 95% yield (determined by the 1H NMR based on cinnamaldehyde). The residual gas in the balloon is analyzed by GC to determine the concentration of CO in the mixture. The CO concentration in the mixture is consistent with the yield of trans-cinnamic acid.


Selective arylation of benzaldehyde derivatives


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