Octet

Octet / Reagents

Sodium Cyanoborohydride

Sodium Cyanoborohydride (NaBH₃CN) - reducing reagent. Selective reduction of imines. Common uses: Reductive amination (imine → amine), Selective at pH 6-7. Does NOT reduce aldehydes/ketones at neutral pH. Perfect for reductive amination. Releases HCN - toxic!

Reducing

Reagent details

Name

Sodium Cyanoborohydride

Formula

NaBH₃CN

Category

Reducing

Function

Selective reduction of imines

Common Uses

  1. Reductive amination (imine → amine)

  2. Selective at pH 6-7

Notes

Does NOT reduce aldehydes/ketones at neutral pH. Perfect for reductive amination. Releases HCN - toxic!

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Reagents

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H₂/Pd (Catalytic Hydrogenation) (H₂ + Pd/C) - reducing reagent. Reduction of C=C, C≡C, and some functional groups. Common uses: Alkene → Alkane, Alkyne → Alkane, Nitro → Amine (ArNO₂ → ArNH₂), Benzyl groups removed (hydrogenolysis). Syn addition. Also works w...

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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.

Reducing

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