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O Chem

Test 2 study guide

QuestionAnswer
Keytone (R)2C=O
Terminal alkyne --> 1.disiamylborane 2. OH, H2O2, H2O an aldehyde. Addition of H and OH
Terminal alkyne --> H2O, H2SO4, HgSO4 a keytone. Addition of H and OH
Internal alkyne ---> 1. BH3/THF 2. OH, H2O2, H2O Keytones. Addition of H and OH
Internal alkyne ---> H2O, H2SO4 Keytones. Addition of H and OH
Addition of Cl2 or Br2 to an alkyne ---> CH2Cl2 trans addition, but ultimately symmetical
Lindlar catalyst to alkyne cis addition of Hydrogen
Na or Li/ NH3(liq) to an alkyne trans addition of Hydrogen
Retains double bond NH3(liq)/ H20, H2SO4/ Lindlar Catalyst/ Disiamylborane
Addition of NaOH The OH knocks off the large substituent and it then attaches with opposite stereochemistry.
When you add Br2 across a double bond, which solvent should you use? CH2Cl2
When you add H2O to a triple bond, the product is an enol which changes to a keytone
Terminal alkynes can be used to obtain aldehydes by using disiamylborane
all functional groups have a higher priority than alkynes except ethers and halides
1. BH3/THF 2. H2O, OH, H2O2 to a terminal alkyne anti markovnikov addition
1. BH3/THF 2. H2O, OH, H2O2 to an internal alkyne keytone
NaNH2 ---> deprotinizes
NaNH2/ R-Br adds an R chain
If you want a keytone from an internal alkyne, your reagent is H2O, H2SO4
If you want a keytone from a terminal alkyne, your reagent is H2O, H2SO4/ HgSO4
Created by: maw247
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