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Topic: Nucleophilic substitution of halogenoalkane with potassium cyanide  (Read 1741 times)

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Offline alihihg

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Nucleophilic substitution of halogenoalkane with potassium cyanide
« on: September 11, 2013, 11:08:39 AM »
Hello everyone,

I understand the main concept of nucleophilic substitution with halogenoalkanes, but my question is, when we add the CN group from cyanide (coming from potassium cyanide), does the carbon from CN change the name of the nitrile produced?

For example, will bromoethane be converted to propanenitrile?

My teacher says it doesn't, and so does chemguide.co.uk, but my book from Pearson's baccalaureate says it does.

Offline Dan

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Re: Nucleophilic substitution of halogenoalkane with potassium cyanide
« Reply #1 on: September 11, 2013, 11:56:18 AM »
The books are correct. The nitrile C is counted in the number of carbons in the parent chain.

Quote
For example, will bromoethane be converted to propanenitrile?

Yes, that is correct.

Can you post the a link to where it is incorrect in chemguide?
My research: Google Scholar and Researchgate

Offline alihihg

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Re: Nucleophilic substitution of halogenoalkane with potassium cyanide
« Reply #2 on: September 11, 2013, 01:11:33 PM »
Thank you so much. I seemed to have misread chemguide.co.uk, sorry about that, it is actually correct. But my teacher was definitely wrong.

Much appreciated.

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