Benzyl Cyanide Synthesis From Benzyl Chloride

William D.

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Synthesis

1. The reactor alternately load 215 liters of purified water, 126 kg of acetone, 4 kg of triethylamine, 6 kg of potassium iodide, 165 kg of sodium cyanide and 1500 litres of 30% trichloroethylene solution of benzyl chloride.
2. The reaction mass is heated to a temperature of 85 *C, and then stirred for 6 hours.
3. Next the reactor was added purified water in an amount of 500 liters.
4. The reaction mass is heated to a temperature of 60 *C, stirred, then defended for 4 hours at the same temperature.
5. The bottom layer is transferred to the reactor, heats up to a temperature of 80 *С and trichloroethylene is distilled off (~1000 liters).
 
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KGB69

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Can I use potassium cyanide instead?
Trichloroethylene has been distilled (1000 liters).
Do I need to distill more benzyl cyanide?

William Dampier

 

G.Patton

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Yes, you can

It's up to your following purposes. You can carry out vacuum distillation.
 

Moonbow112ix

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With direct access to methyl cyanide is there any usefulness for an application such as this one? Is there a way to get where you need to or is it only possible with benzyl derivative?
 

Ranof

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Since potassium cyanide/sodium cyanide is a strong nucleophile and is easily dissociated due to the presence of (Na,K), they are mostly used in SN2 reactions.

The CN⁻ ion has a lone pair of electrons on the nitrogen atom (and also on carbon), which can easily attack electrophilic carbons (such as the halogenated carbon in alkyl halides).

CN⁻ is a small, anionic nucleophile, which increases its reactivity in SN2 reactions.
 

Blammo

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Why tricloroethylene? Can it be replaced?
 

Ranof

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Hello, there is no need for trichloroethylene.
Benzyl chloride
Potassium cyanide
Ethanol
Magnesium sulfate
Calcium chloride
These are enough.
 

Ranof

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Trichloroethylene has been used for better efficiency.
If you don't have it, you won't have a problem
 
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