Lab #5 | Reductive Amination

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13 Terms

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Hydrogen

An element with one proton and one electron

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Proton

Hydrogen atoms bonded to electron withdrawing groups like electronegative atoms

  • basically losses its one electron, meaning only one proton remains

  • enhanced acidity

ex: H in OH is a proton

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Hydride

Hydrogens that have 2 electrons

  • net negative charge

  • hydrogens directly bonded to metals are hydrides

  • nucleophilic as they have a surplus of electrons

    • when drawn in a mechanism, arrow comes from the bond, not the hydride as all electrons are apart of the bond

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What is the purpose of saving amine for TLC?

  1. Determine reaction progress

  2. To compare the Rf of the starting and the product

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Gas is formed when quenching unreacted borohydride. What is this?

Hydrogen gas

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What is the aqueous layer?

Water and byproducts from NaBH4

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What is the purpose of brine?

It removed water from the organic layer

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Do the hydrides in NaBH4 have lone pairs?

No, as the two electrons are confined to the metal hydride bond

SO: DRAW MECH with electrons coming from the bond

<p>No, as the two electrons are confined to the metal hydride bond </p><p>SO: DRAW MECH with electrons coming from the bond</p>
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<p>Predict product</p>

Predict product

B

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Role of THF

Stabilizing solvent

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Role of NaBH4

Reducing agent that adds a hydrogen

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A gas is formed in quenching the unreached sodium borohydride with NaHCO3. What is this gas?

Hydrogen gas

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What is the aqueous layer in this experiment?

Water and byproducts from NaBH4