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DIBAL-H reduction of a nitrile or ester to an aldehyde

This type of question, asked 6 times: 11 May 2023 S2, 16 May 2023 S1, 22 Apr 2025 S2, 26 Apr 2025 S2, 17 Apr 2026 S2, 18 Apr 2026 S2. All 6 questions below, oldest first.

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  1. Question 1

    11 May 2023 S2

    61
    Identify the product in following reaction. Pent-3-enenitrile →AlH(i-Bu)2/H3O+\xrightarrow{\text{AlH(i-Bu)}_2 / \text{H}_3\text{O}^+} product

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  2. Question 2

    16 May 2023 S1

    83
    Identify the substrate 'A' in the following conversion. A→AlH(i-Bu)2, H3O+Pent-3-enalA \xrightarrow{\text{AlH(i-Bu)}_2,\,\text{H}_3\text{O}^+} \text{Pent-3-enal}

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  3. Question 3

    22 Apr 2025 S2

    73
    Identify the substrate ' AA ' in the following conversion. A→H3O+AlH(−B)2A\xrightarrow[H_{3}O^{+}]{AlH( - B)_{2}} Pent-3-enal

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  4. Question 4

    26 Apr 2025 S2

    54
    Identify the product formed when Hex-3-enenitrile is reduced with diisobutylaluminium hydride followed by acid hydrolysis?

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  5. Question 5

    17 Apr 2026 S2

    42
    Identify the main product of following reaction R−C∥O−O−R′→H3O+DIBAL−HProduct\mathrm{R{-}\overset{\displaystyle O}{\overset{\|}{C}}{-}O{-}R' \xrightarrow[\mathrm{H_3O^+}]{\mathrm{DIBAL{-}H}} Product}

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  6. Question 6

    18 Apr 2026 S2

    40
    Identify the 'product' in the following reaction. Pent - 3 - enenitrile →H3O+Al H(i−Bu)2\mathrm{\xrightarrow[H_3O^+]{Al\,H(i{-}Bu)_2}} Product

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