4-Pentenoic acid SOCl 2- X Piperidine - Y Y i- LAH - ii- H - - H 2 OIdentify final major product-A-B-C-D-

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Preparation of Carboxylic Acids from Hydrocarbons

4-Pentenoic a...

Question

$4-Pentenoic acid S O C l_{2} - --- \to (X) Piperidine - ----- \to (Y)$

$(Y) i . L A H - ------ \to i i . H^{+} / H_{2} O$

Identify final (major) product.

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I_{2}

N a H C O_{3}

N a_{2} C_{2} H C l - - \to (excess) N a N H_{2} - --------- \to (excess) C H_{3} I H_{2} - ------ \to P d - B a S O_{4} i . O_{3} - ------ \to i i . Z n - H_{2} O

I . P h - C H_{3} i . C r O_{2} C l_{2} - ------ \to i i . H^{+} / H_{2} O

I I . P h - C C l_{3} K O H - -- \to excess

I I I . P h - C H_{2} O H P C C - -- \to

I V . P h - O | | C - C l H_{2} - ------ \to P d - B a S O_{4}

V . P h - C \equiv N i . S n C l_{2} / H C l - ------- \to i i . H^{+} / H_{2} O

V I . P h - H C O / H C l - ------- \to anhyd. A l C l_{3}

V I I . P h - H C H_{3} C l - ------- \to anhyd. A l C l_{3} H^{+}, K M n O_{4} - ------ \to Δ

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