Can someone please explain the acid cleavage reaction in detail? I know it's SN2 if its...

Can someone please explain the acid cleavage reaction in detail? I know it's SN2 if its a primary or secondary, and the less hindered carbon is attacked. I know SN1 occurs if a carbon is tertiary, but I don't know how these reactions look. Please help!

Expert Solution

Here the acidic cleavage of ethers which follows mainly (S_N2) mechanism is explained:

When ethers are treated with strong acid in the presence of a nucleophile, they can be cleaved to give alcohols and an alkyl halides. If ether is on primary C this may occur through an S_N2 pathway.

Very commonly used acid are HI, H₂SO₄+H₂O (gives both alcohols).

General reaction,

Examples:

Mechanism:

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queen_honey_blossom answered 2 years ago

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