SNS - Organic Chemistry - DAT Destroyer

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Corey House Reaction

This is a good synthetic way to join two alkyl groups together.

R₂CuLi + R’-X ⇔ R-R’ + R-Cu + LiX

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OsO₄ reacts with alkenes to 1,2-diols

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Heat caused free radical formation

Free radical addition occurs at least substituted carrbon (bound to least other carbons) - anti-Markovnikov

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Wolff Kishner

Reduction carbonyls to alkanes

NH2NH2 for hydrazone formation

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Normally Grignard reagents don’t react with ethers, but ethylene is a strained epoxide and will react

Epoxide ring is opened by Grignards and protonated to yield primary alcohol

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Grignard

Leaving group either a halide or an alkoxide - in this case, a halide (Br)

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Formation of Grignard Reagents

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Esters can only be reduced by LiAlH4 NOT by the less reactive NaBH4

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Condensation with an ammonia derivative

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KCN = nucleophile

Aromatic rings readily undergo electrophilic but not nucleophilic substitution

Therefore no reaction

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Organometallic compounds react with water (moisture).

It is a convenient way to reduce an alkyl halide to an alkane. (R-X →R-H)

The use of Grignards and deuterium oxide (D2O) is a useful way to
incorporate Deuterium into an organic molecule. (R-X → R-D)

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