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overset(NaBH(4))(leftarrow) PhCH=CH-CHOu...

`overset(NaBH_(4))(leftarrow) PhCH=CH-CHOunderset(2. H_(3)O^(+))overset(1. LAH, ether)(rarr)(A)`
The products `(A)` and `(B)` are:

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze the reactions of the compound phenylprop-2-enal (PhCH=CH-CHO) with two different reducing agents: sodium borohydride (NaBH4) and lithium aluminium hydride (LiAlH4). ### Step 1: Identify the structure of the starting compound The starting compound is phenylprop-2-enal, which can be represented as: - PhCH=CH-CHO This compound contains an aldehyde group (-CHO) and a double bond (C=C) between the phenyl group and the aldehyde. ### Step 2: Reaction with NaBH4 When phenylprop-2-enal is treated with NaBH4, a mild reducing agent, it selectively reduces the aldehyde group to a primary alcohol. The double bond remains intact. - The aldehyde (CHO) is reduced to a primary alcohol (CH2OH). - The product (B) will be: - PhCH=CH-CH2OH ### Step 3: Reaction with LiAlH4 When the same compound is treated with LiAlH4, a stronger reducing agent, it can reduce both the aldehyde and the double bond. - The aldehyde (CHO) is reduced to a primary alcohol (CH2OH). - The double bond (C=C) is also reduced to a single bond (C-C). - The product (A) will be: - PhCH2-CH2-CH2OH ### Summary of Products - Product A (from LiAlH4): PhCH2-CH2-CH2OH - Product B (from NaBH4): PhCH=CH-CH2OH ### Final Answer - Product (A): PhCH2-CH2-CH2OH - Product (B): PhCH=CH-CH2OH
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Knowledge Check

  • CH_(3)-overset(O)overset(||)(C)-O-H overset(NaH overset(14)(CO_(3)))rarr underset("(gas)")((A)) underset((ii) H_(3)O^(o+))overset((i) PhMgBr)rarr (B) CH_(3)-underset(O)underset(||)overset(O)overset(||)(S)-O-H overset(NaHoverset(14)(CO_(3)))rarr underset("gas")((C )) underset((ii) H_(3)O^(o+))overset((i) PhMgBr)rarr (D) Product (B) and (D) in the above reaction are :

    A
    `Ph-overset(O)overset(||)(C)-O-H, Ph-underset(O)underset(||)overset(O)overset(||)(S)-O-H`
    B
    `Ph-underset(14)overset(O)overset(||)(C)-O-H, Ph-overset(O)overset(||)(S)-O-H`
    C
    `Ph-underset(14)overset(O)overset(||)(C)-O-H, Ph-underset(14)overset(O)overset(||)(C)-O-H`
    D
    `Ph-overset(O)overset(||)(C)-OH, Ph-overset(O)overset(||)(S)-O-H`

  • PhMgBr + CH_(3)-CN underset(H_(3)O^(o+))rarr (A) Ph-overset(O)overset(||)(C)-O-H underset((2) H_(3)O)overset("(1) excess " CH_(3)-Li)rarr (A) Same product (A) will form in both reactions A is :

    A
    `Ph-underset(CH_(3))underset(|)overset(OH)overset(|)(C)-CH_(3)`
    B
    `Ph-CHO`
    C
    `Ph-overset(O)overset(||)(C)-CH_(3)`
    D
    `Ph-CH_(2)-CO_(2)H`

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