Octet

Octet / Reagents

Borane-THF

Borane-THF (BH₃·THF) - other reagent. Hydroboration reagent. Common uses: Hydroboration of alkenes (then H₂O₂/NaOH → anti-Markovnikov alcohol). Concerted syn addition. No carbocation → no rearrangement.

Other

Reagent details

Name

Borane-THF

Formula

BH₃·THF

Category

Other

Function

Hydroboration reagent

Common Uses

  1. Hydroboration of alkenes (then H₂O₂/NaOH → anti-Markovnikov alcohol)

Notes

Concerted syn addition. No carbocation → no rearrangement.

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Reagents

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H₂/Pd (Catalytic Hydrogenation)

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Lindlar Catalyst (Pd/CaCO₃/Pb) - reducing reagent. Partial reduction of alkynes to cis-alkenes. Common uses: Alkyne → cis-Alkene (stops at alkene). Poisoned catalyst - lead prevents over-reduction. Syn addition gives cis product.

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Dissolving Metal (Na/NH₃)

Dissolving Metal (Na/NH₃) (Na + NH₃(l)) - reducing reagent. Reduction of alkynes to trans-alkenes. Common uses: Alkyne → trans-Alkene. Birch reduction conditions. Liquid ammonia at -33°C. Radical mechanism gives trans product.

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