Test 2 study guide
Quiz yourself by thinking what should be in
each of the black spaces below before clicking
on it to display the answer.
Help!
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| Keytone | (R)2C=O
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| Terminal alkyne --> 1.disiamylborane 2. OH, H2O2, H2O | an aldehyde. Addition of H and OH
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| Terminal alkyne --> H2O, H2SO4, HgSO4 | a keytone. Addition of H and OH
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| Internal alkyne ---> 1. BH3/THF 2. OH, H2O2, H2O | Keytones. Addition of H and OH
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| Internal alkyne ---> H2O, H2SO4 | Keytones. Addition of H and OH
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| Addition of Cl2 or Br2 to an alkyne ---> CH2Cl2 | trans addition, but ultimately symmetical
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| Lindlar catalyst to alkyne | cis addition of Hydrogen
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| Na or Li/ NH3(liq) to an alkyne | trans addition of Hydrogen
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| Retains double bond | NH3(liq)/ H20, H2SO4/ Lindlar Catalyst/ Disiamylborane
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| Addition of NaOH | The OH knocks off the large substituent and it then attaches with opposite stereochemistry.
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| When you add Br2 across a double bond, which solvent should you use? | CH2Cl2
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| When you add H2O to a triple bond, the product is | an enol which changes to a keytone
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| Terminal alkynes can be used to obtain | aldehydes by using disiamylborane
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| all functional groups have a higher priority than alkynes except | ethers and halides
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| 1. BH3/THF 2. H2O, OH, H2O2 to a terminal alkyne | anti markovnikov addition
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| 1. BH3/THF 2. H2O, OH, H2O2 to an internal alkyne | keytone
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| NaNH2 ---> | deprotinizes
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| NaNH2/ R-Br | adds an R chain
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| If you want a keytone from an internal alkyne, your reagent is | H2O, H2SO4
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| If you want a keytone from a terminal alkyne, your reagent is | H2O, H2SO4/ HgSO4
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