4-Bromobutan-1-ol is treated with $NaH$ in THF to give X. X is then heated with excess concentrated $HI$ . The final organic product is

A4-iodobutan-1-ol
B1-iodobutane
C1,4-diiodobutane
Dbut-3-en-1-ol

Answer: C

The alkoxide formed from the alcohol attacks the C-Br carbon intramolecularly (intramolecular Williamson) to give oxolane (tetrahydrofuran), X. Excess hot

HI

cleaves both C-O bonds of the cyclic ether (the alcohol formed is converted to iodide), giving

I - CH X_{2} CH X_{2} CH X_{2} CH X_{2} - I

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4-Bromobutan-1-ol is treated with NaH in THF to give X. X is then heated with excess concentrated HI. The final organic product is

Answer: C

More questions on Ethers: Williamson synthesis and cleavage

4-Bromobutan-1-ol is treated with $NaH$ in THF to give X. X is then heated with excess concentrated $HI$ . The final organic product is