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Chapter 16: Q16P (page 751)

Question:Can a cyanohydrin be prepared by treating a ketone with sodium cyanide?

Short Answer

Expert verified

Answer

A cyanohydrin can鈥檛 be prepared by treating a ketone with sodium cyanide.

Step by step solution

01

Protonation

Protonation is the addition of an extra proton to an atom. The proton of an acid can do it.

There must be an acid, required to protonate the oxygen of cyanohydrin.

02

Elimination of group

Without oxygen protonation, the cyanide group is eliminated and returns to the reactant.

Hence,acyanohydrin can鈥檛 be prepared by treating a ketone with sodium cyanide.

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Most popular questions from this chapter

Question: Thiols can be prepared from the reaction of thiourea with an alkyl halide, followed by hydroxide-ion-promoted hydrolysis.

a.Propose a mechanism for the reaction.

b.What thiol will be formed if the alkyl halide employed is pentyl bromide?

Question: How many signals would the product of the following reaction show in

a.its 1H NMR spectrum?

b.its 13C NMR spectrum?

Rank the following compounds from most reactive to least reactive towards nucleophilic addition.

Explain why an acetal can be isolated but most hydrates cannot be isolated.

A compound gives the following IR spectrum. Upon reaction with sodium borohydride followed by acidification, it forms the product with the H1NMR spectrum shown below. Identify the starting material and the product.
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