CAS RN: 75-05-8 | Product Number: A0060
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|Purity / Analysis Method||>99.5%(GC)|
|Molecular Formula / Molecular Weight||C__2H__3N = 41.05|
|Physical State (20 deg.C)||Liquid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Hygroscopic|
|Reaxys Registry Number||741857|
|PubChem Substance ID||87561760|
|SDBS (AIST Spectral DB)||1218|
|Merck Index (14)||70|
|Appearance||Colorless clear liquid|
|Purity(GC)||min. 99.5 %|
|Melting Point||-46 °C|
|Boiling Point||82 °C|
|Flash point||10 °C|
|Specific Gravity (20/20)||0.78|
|Solubility in water||Completely miscible|
|Solubility (miscible with)||Alcohol,Ether|
|Hazard Statements||H311 : Toxic in contact with skin.
H302 + H332 : Harmful if swallowed or if inhaled.
H319 : Causes serious eye irritation.
H370 : Causes damage to organs.
H373 : May cause damage to organs through prolonged or repeated exposure.
H341 : Suspected of causing genetic defects.
H225 : Highly flammable liquid and vapour.
|Precautionary Statements||P260 : Do not breathe dust/ fume/ gas/ mist/ vapours/ spray.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P201 : Obtain special instructions before use.
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.
P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor.
Cyanation of Cumene (R=i-Pr) : An oven-dried Schlenk tube equipped with a magnetic stir bar is evacuated and backfilled with O2 three times. Cumene (0.5 mmol), N-iodosuccinimide (NIS) (1.05 eq., 0.525 mmol), Cu(ClO4)2·6H2O (20 mol%, 0.1 mmol), acetonitrile (1.2 mL) are added into the tube and the reaction is stirred at 150°C for 1 hour. The reaction mixture is allowed to cool down. Under O2, 1,10-phenanthroline (20 mol%, 0.1 mmol), TEMPO free radical (2 eq., 1 mmol), hexamethyldisilane (1 eq., 0.5 mmol) are added into the reaction mixture. The reaction is then heated up to 150°C for 2.5 days under O2. After completion, the insoluble is removed by filtration. The filtrate is concentrated under vacuo and the residue is purified by column chromatography on silica gel using EtOAc / petroleum ether to give the corresponding p- or o-cyanated cumenes as a yellow liquid (65 mg, 90% yield, p:o = 6:1).
- Acetonitrile as a Cyanating Reagent: Cu-Catalyzed Cyanation of Arenes
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