Which alcohols are grain, wood, and rubbing alcohol?
What is ethyl, methyl, and isopropyl, respectively.
100
Name compound #1 drawn on the board.
What is 1-bromo-3,3-dimethylbutan-2-ol?
100
CH3CH2OH + Na --> ???
What is CH3CH2O-Na+ + 1/2H2 (g)
100
Relate pKa to Ka (the conversion).
What is pKa= -log(Ka)?
100
Describe what the terms ortho, meta, and para are often used for.
What is used in the common names for substituents on benzene rings.. ortho is 1,2-disubstituted, meta is 1,3, and para is 1,4.
200
2-methylpropan-1-ol is which type of alcohol (primary, secondary, or tertiary)?
What is primary?
200
Name compound #2 on drawn on the board.
What is trans-2-bromocyclohexanol
200
Oxymerc-Demerc reactions produce anti-Markonikov or Markonikov orientation?
What is Markovnikov orientation?
200
What is the general rule for how many Carbons per OH group to be present to still be soluble in water?
What is 4C/OH?
200
Why would dimethyl ether have a boiling point 103 degrees lower than ethanol if they both have large dipole moments because of the oxygen in the structures?
What is dimethyl ether cannot engage in hydrogen bonding because it has no -O-H hydrogens, and H-bonds are much stronger intermolecular attractions than dipole-dipole interactions?
300
1-methylcyclopentanol is which type of alcohol? (primary, secondary, or tertiary)?
What is tertiary?
300
Name compound #3 drawn on the board.
What is 3-(iodomethyl)-2-isopropylpentan-1-ol
300
Hydroboration-oxidation is what type of addition and orientation? (anti/syn or anti-Markonikov/Markonikov)?
What is Syn addition and anti-Markonikov?
300
The acidity (increases/decreases) as the substitution on the alkyl group of an alcohol (increases/decreases). Why?
What is decreases, increases? Increasing the alkyl groups inhibits solvation of the alkoxide ion, and drives equilibrium to the left.
300
What two intermolecular forces are responsible for varying boiling points of alcohols?
What is Hydrogen bonding and dipole-dipole attractions?
400
What are two names for alcohols with two -OH groups?
What is diols or glycols?
400
Name the compound drawn on the board.
What is (Z)-4-chlorobut-3-en-2-ol?
400
What is the most common solvent for a Grignard Reaction?
What is diethyl ether?
400
What does the location of an electronegative atom on a compound and the amount of electronegative atoms present have as an effect to an alcohol's acidity?
What is the more EN atoms, the more acidic? The closer the -OH group is to the EN atom, the more acidic?
400
Would hexanol or ethanol be more soluble in water? Why?
What is ethanol? Hexanol's "hydrophobic part", the alkyl chain, is longer and wouldn't be able to interact with water's hydrophilic, polar structure as well. Remember, "like dissolves like"????
500
Treating an alkene with OsO4, H2O2 OR KMnO4 would both result in the formation of which type of alcohol?
What is a vicinal diol (glycol)?
500
Name the compound #5 drawn on the board.
What is 3-nitrophenol?
500
Show how a Grignard reagent could be made from bromocyclohexane.
What is add Magnesium and use ether as a solvent, to make cyclohexylmagnesium bromide (can write on board if needed)?
500
Phenol is 100 million times more acidic than cyclohexanol: why?
What is the phenoxide ion is more stable than a typical alkoxide ion because the negative charge is not confined to the oxygen atom but is delocalized over the oxygen and three carbon atoms of the ring (RESONANCE!)?
500
Show the mechanism of Phenylmagnesium bromide + acetone + ---> ? (ether is solvent)
What is forms in the end 2-phenylpropan-2-ol + BrMgOH? See board.