What is the product of the following reaction | vedclass

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(C) The reaction proceeds as follows:$1$. $NaBH_4$ reduces the aldehyde group $(-CHO)$ to a primary alcohol $(-CH_2OH)$ without affecting the triple b

Vedclass · Accepted Answer

Hept$-4-$ynoic acid

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(C) The reaction proceeds as follows:$1$. $NaBH_4$ reduces the aldehyde group $(-CHO)$ to a primary alcohol $(-CH_2OH)$ without affecting the triple bond. The product is $hex-3-yn-1-ol$.$2$. $PBr_3$ converts the primary alcohol into an alkyl bromide: $CH_3-CH_2-C \equiv C-CH_2-CH_2-Br$.$3$. $Mg / ether$ forms the Grignard reagent: $CH_3-CH_2-C \equiv C-CH_2-CH_2-MgBr$.$4$. The Grignard reagent reacts with $CO_2$ followed by acidic workup $(H_3O^+)$ to form a carboxylic acid with one additional carbon atom.$5$. The final product is $hept-4-ynoic$ acid,which corresponds to the structure $CH_3-CH_2-C \equiv C-CH_2-CH_2-COOH$.

What is the product of the following reaction?
$Hex-3-ynal$ $\xrightarrow[(ii) PBr_3]{(i) NaBH_4}$ $\xrightarrow[(ii) CO_2 / H_3O^{+}]{(i) Mg / ether}$ ?

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What is the product of the following reaction?$Hex-3-ynal$ $\xrightarrow[(ii) PBr_3]{(i) NaBH_4}$ $\xrightarrow[(ii) CO_2 / H_3O^{+}]{(i) Mg / ether}$ ?