Question

Construct an efficient three-step synthesis of 1,2-epoxycyclopentane from bromocyclopentane by dragging the appropriate formulas into the bins. Note that each bin will hold only one item, and not all of the given reagents or structures will be used.

Answer 1

Concepts and reason

The three membered cyclic ring which contain 2 carbon atom and 1 oxygen atom is represented as Epoxide.

Epoxides are also known as cyclic ethers. The three membered ring makes the molecule to be more strained and very reactive.

The chemical reactions undergo with the help of reagents. Reagents are the substances that are used to transform one form of a substance to other.

From the starting material bromoalkane, Epoxide is formed in three steps. The steps include elimination reaction, halohydrin formation and intramolecular ${{\rm{S}}_{\rm{N}}}{\rm{2}}$ reaction.

Fundamentals

Elimination reaction:

The abstraction of proton takes place with the help of a strong base like ${\left( {{\rm{C}}{{\rm{H}}_{\rm{3}}}} \right)_{\rm{3}}}{\rm{C}}{{\rm{O}}^{\rm{ - }}}{{\rm{K}}^{\rm{ + }}}$ and eliminates the leaving group. This elimination reaction results in the formation of an alkene.

Halohydrin formation:

Alkene undergoes reaction with halogen in the presence of water that undergoes halohydrin formation. Halohydrin represents the molecule that contain both halogen and hydroxyl group.

Intramolecular ${{\rm{S}}_{\rm{N}}}{\rm{2}}$ reaction:

The cleavage of the leaving group from the backside attack of nucleophile within the molecule in the presence of base is called as intramolecular ${{\rm{S}}_{\rm{N}}}{\rm{2}}$ reaction.

Mechanism:

Ans: