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1-Methylimidazole
(CAS RN:616-47-7 Product Number:M0508)

Structure

1-Methylimidazole

General Information

Product Number M0508

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Purity/Analysis Method >99.0%(GC)
Storage Temperature
M.F. / M.W. C4H6N2=82.11
CAS RN 616-47-7
Related CAS RN
MDL Number MFCD00005292
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Appearance Colorless to Light yellow clear liquid
Purity(GC) min. 99.0 %

Data of Reference

flp 92°C(lit.)
bp 198°C(lit.)

References

Beilstein 23,46
Reaxys-RN 105197
PubChem SID 87572549
F&F 5,447
RTECS# NI7000000

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H227
  • :Combustible liquid.
  • H302
  • :Harmful if swallowed.
  • H314
  • :Causes severe skin burns and eye damage.
Precautionary Statements
  • P210
  • :Keep away from flames and hot surfaces. – No smoking.
  • P260
  • :Do not breathe dusts or mists.
  • P264
  • :Wash hands and face thoroughly after handling.
  • P270
  • :Do not eat, drink or smoke when using this product.
  • P280
  • :Wear protective gloves, protective clothing, face protection.
  • P301+P330+P331+P310
  • :If swallowed: Rinse mouth. Do NOT induce vomiting. Immediately call a poison center or doctor.
  • P303+P361+P353+P310+P363
  • :If on skin (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower. Immediately call a poison center or doctor. Wash contaminated clothing before reuse.
  • P304+P340+P310
  • :If inhaled: Remove person to fresh air and keep comfortable for breathing. Immediately call a poison center or doctor.
  • P305+P351+P338+P310
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a poison center or doctor.
  • P403+P235
  • :Store in a well-ventilated place. Keep cool.
  • P405
  • :Store locked up.
  • P501
  • :Dispose of contents and container in accordance with local, regional, national regulations (e.g. US: 40 CFR Part 261, EU:91/156/EEC, JP: Waste Disposal and Cleaning Act, etc.).

Transport Information

UN Number 1760
Class 8
Packing Group III
HS Number 2933.29.9000

Application

Stereocomplementary Enol Tosylation

Typical Procedure (Enol Tosylation of α-Formyl Esters) Method A: An α-formyl ester (1.00 mmol) in toluene (1 mL) and TsCl (228 mg, 1.20 mmol) in toluene (1 mL) are successively added dropwise to a stirred solution of N-methylimidazole (NMI) (99 mg, 1.20 mmol) and Et3N (121 mg, 1.20 mmol) in toluene (1 mL) at 0-5 ºC under an Ar atmosphere, and the mixture is stirred at the same temperature for 1 h. Water is added to the mixture, which is extracted twice with AcOEt. The combined organic phase is washed with brine, dried (Na2SO4), and concentrated. The residue is purified by SiO2 column chromatography (hexane : AcOEt = 25 : 1-5 : 1) to give the desired (E)-enol tosylates. Method B: An α-formyl ester (1.00 mmol) in toluene (1 mL), TsCl (228 mg, 1.20 mmol) in toluene (1 mL), and NMI (99 mg, 1.20 mmol) are successively added dropwise to a stirred suspension of LiOH powder (anhydrous; 29 mg, 1.20 mmol) in toluene (1 mL) at 0-5 ºC under an Ar atmosphere, and the mixture is stirred at the same temperature for 1 h. A workup similar to that of method A gives the desired (Z)-enol tosylates.

References

PubMed Literature

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