Alcohol Chemistry

Can you specify if these reactions produce a primary, secondary or tertiary alcohol, a diol or none of those?

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ReactionP/S/T/D/N
Start with propene:
1. mCBPA
2. RMgBr
3. H3O+
Start with ethene:
1. mCBPA
2. RMgBr
3. H3O+
Start with an aldehyde:
1. RMgBr
2. H3O+
Start with methylpropene:
1. mCBPA
2. RMgBr
3. H3O+
Start with but-1-ene:
1. Hg(OAc)2, H2O
2. NaBH4, NaOH, H2O
Start with an alkyne:
1. BR2H•THF
2. H2O2, NaOH, H2O
Start with an aldehyde:
1. NaBH4
2. H3O+
Start with but-1-ene:
1. O3
2. Zn, CH3CO2H
Start with methylpropene:
1. mCBPA
2. NaOH
Start with a carboxylic acid:
1. LiAlH4
2. H3O+
Start with methylpropene:
1. mCBPA
2. H3O+
Start with 1-bromo-1-methylcyclohexane:
1. H2O
Start with iodocyclopentane:
1. H2O, heat
Start with a terminal alkyne:
1. NaNH2
2. An aldehyde.
3. H2O
ReactionP/S/T/D/N
Start with but-1-ene:
1. KMnO4, OH-, 0°C
Start with diethyl ether:
1. HI, heat
Start with formaldehyde (H2C=O):
1. RMgBr
2. H3O+
Start with a ketone:
1. RMgBr
2. H3O+
Start with but-1-ene:
1. BH3•THF
2. H2O2, NaOH, H2O
Start with but-1-ene:
1. KMnO4, H3O+
Start with CO2:
1. RMgBr
2. H3O+
Start with an alkyne:
1. O3
2. Zn, CH3CO2H
Start with a ketone:
1. NaBH4
2. H3O+
Start with a terminal alkyne:
1. NaNH2
2. A ketone.
3. H2O
Start with but-1-ene:
1. OsO4
2. NaHSO3, H2O
Start with 1-bromohexane:
1. NaOH
Start with an alkyne:
1. HgSO4, H2SO4, H2O
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More Info:
  • P = Primary alcohol; S = Secondary Alcohol; T = Tertiary Alcohol; D = Diol; N = None of the above.
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Last Updated: Feb 16, 2017

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