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2-Chloro-1-methylpyridinium Iodide
(CAS RN:14338-32-0 Product Number:C0903)

Structure

2-Chloro-1-methylpyridinium Iodide

General Information

Product Number C0903

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Purity/Analysis Method >98.0%(T)
Storage Temperature
M.F. / M.W. C6H7ClIN=255.48
CAS RN 14338-32-0
Related CAS RN
MDL Number MFCD00011984
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(HPLC) min. 95.0 area%
Purity(Nonaqueous Titration) min. 98.0 %
Solubility in Water almost transparency

References

Reaxys-RN 3572320
PubChem SID 87565959
Merck Index(14) 6301
F&F 8,95
EC Number 238-288-7

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 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.

Transport Information

HS Number 2933399990

Application

A Mukaiyama Condentation Reagent

Experimental procedure3): To a solution of monoallyl malonate (5.22 g, 36.25 mmol) in dichloromethane (100 mL) is added 2-chloro-1-methylpyridinium iodide (13.90 g, 54.38 mmol), followed by N-methylaniline (4.31 mL, 39.88 mmol). The mixture is cooled to 0 °C and triethylamine (25.2 mL, 181.3 mmol) is added dropwise. The resulting mixture is stirred at 0 °C for 5 min, then allowed to warm to room temperature and stirred at this temperature for 30 min. The reaction mixture is diluted with aq. HCl (10%, 100 mL). The organic phase is separated, washed with aq. NaHCO3 (100 mL) and brine (100 mL), then dried (MgSO4) and concentrated in vacuo. Flash column chromatography [Petrol:EtOAc 2:1] affords 1 (7.78 g, 92%) as a pale yellow oil.

References

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