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What are the major products from the reaction of methyl butanoate with diisobuty

ID: 497302 • Letter: W

Question

What are the major products from the reaction of methyl butanoate with diisobutylaluminum hydride at negative seventy-eight degrees Celsius, followed by acidic work-up? a. butanal and ethanol b. butanal and methanol c. butanoate and methane d. butyric acid and methanol What is the best starting material to use to produce the tertiary alcohol shown without producing additional alcohols? From the following sets, what starting materials and reagent(s) are best used to make the following two primary alcohols? a. propanol and butanol in acid b. propyl butanoate, ethanol (excess), acetic acid c. propyl butanoate, DIBALH, -78 degree C, followed by acidic work-up d. propyl butanoate, LiAIH_4, followed by acidic work-up

Explanation / Answer

Ans 6.1 a butanal and ethanol

methyl butanoate is reduced by diisobutylaluminium hydride (DIBAL -H) to an unstable organometallic intermediate which then is reduced to form butanal and ethanol as major products.

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