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It is common to use water or an alcohol (such as methanol or ethanol) as a solve

ID: 564153 • Letter: I

Question

It is common to use water or an alcohol (such as methanol or ethanol) as a solvent for reductions with sodium borohydride. Why are these solvents inappropriate for a reduction with lithium aluminum hydride (LiAlH4)?

a) This is an error alcohols and water can be used as solvent for LiAlH4 reductions.

b)The solvent will be reduced by the LiAlH4 as well as the target organic compound.

c) The hydride (H:-) will remove the weakly acidic H from the alcohol or water, rather than attacking the electrophilic C=O.

d) The hydride would boil off and evaporate, rather than react with the electrophilic C=O.

a) This is an error alcohols and water can be used as solvent for LiAlH4 reductions.

b)The solvent will be reduced by the LiAlH4 as well as the target organic compound.

c) The hydride (H:-) will remove the weakly acidic H from the alcohol or water, rather than attacking the electrophilic C=O.

d) The hydride would boil off and evaporate, rather than react with the electrophilic C=O.

Explanation / Answer

LiALH4 is strong reducing agent and the good source of H-

This H- will remove the weakly acidic H from alcohol or water rather than attacking the electrophile C=O

Hnece option C is answer

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