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CAS RN: 616-47-7 | Product Number: M0508

1-Methylimidazole


Purity: >99.0%(GC)
Synonyms:
Documents:
25G
$18.00
≥20  4   ≥20 
100G
$27.00
≥20  15   ≥20 
500G
$94.00
≥20  4   ≥20 

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Product Number M0508
Purity / Analysis Method >99.0%(GC)
Molecular Formula / Molecular Weight C__4H__6N__2 = 82.11  
Physical State (20 deg.C) Liquid
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive,Hygroscopic
CAS RN 616-47-7
Reaxys Registry Number 105197
PubChem Substance ID 87572549
SDBS (AIST Spectral DB) 3569
MDL Number

MFCD00005292

Specifications
Appearance Colorless to Light yellow clear liquid
Purity(GC) min. 99.0 %
Properties (reference)
Boiling Point 198 °C
Flash point 92 °C
Specific Gravity (20/20) 1.04
Refractive Index 1.50
Solubility in water Completely miscible
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
H227 : Combustible liquid.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P270 : Do not eat, drink or smoke when using this product.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P363 : Wash contaminated clothing before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/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/doctor.
P403 + P235 : Store in a well-ventilated place. Keep cool.
P405 : Store locked up.
Related Laws:
RTECS# NI7000000
Transport Information:
UN Number (DOT-AIR) UN1760
Class (DOT-AIR) 8
Packing Group (TCI-A) 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 °C 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 °C 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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