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18 Cards in this Set

  • Front
  • Back
This is commonly used in automobile antifreezes, and is a diol that is highly toxic if ingested.
Ethylene Glycol
What type of orbital do the lone pair electrons on oxygen occupy in ethanol?

sp
pi
p
sigma
sp3
sp3
What two (hybrid) atomic orbitals overlap to form the C-O bond in ethanol?

C sp3 + O sp2
C sp3 + O sp3
C sp2 + O sp3
C sp2 + O sp2
none of the above
C sp3 + O sp3
1-Methylcyclopentan-1-ol is classified as

a primary alcohol
a tertiary alcohol
a secondary alcohol
a phenol
an enol
a tertiary alcohol
Which is more soluble in water, butan-1-ol or decan-1-ol? Explain briefly.
Butan-1-ol is more soluble in water because it has a smaller alkyl group and is therefore less hydrophobic and more likely to form hydrogen bonds in water.
What is the major intermolecular attraction responsible for the relatively high boiling points of alcohols?
Hydrogen bonding
Which acid is stronger, phenol or 4-nitrophenol?
4-nitrophenol
Why are ether solvents used in the preparation of Grignard and organolithium reagents?
Ethers provide a polar, aprotic environment in which these species can form. Polar reagents prefer polar solvents. Also, ethers are unreactive to strong bases and have no functional groups that react with nucleophiles.
Which of the following alkyl halides would be suitable to use when forming a Grignard reagent?

(CH3)2NCH2CH2Br
H2NCH2CH2BR
CH3COCH2CH2Br
BrCH2CH2CH2CN
All of the above
(CH3)2NCH2CH2Br
In a 1-butanol molecule what part of the molecule is described as hydrophilic?
the OH (hydroxyl group)
What best describes the reactive nature of a Grignard reagent?

nucleophile
carbocation
electrophile
carbene
free radical
nucleophile
Distillation of mixtures of ethanol and water cannot increase the ethanol content of the mixture above 95% because this solution boils at a lower temperature than either pure ethanol or pure water. The term which describes this lower boiling mixture is
Azeotrope
When a KETONE is treated with LiAlH4 followed by addition of H2O, what general class of products results?
secondary alcohol
When an ALDEHYDE is treated with LiAlH4 followed by an addition of H2O, what general class of product results?
primary alcohol
Reduction of a KETONE with NaBH4 will result in the formation of
secondary alcohol
Which is the stronger acid, cyclohexanol or 2-fluorocyclohexan-1-ol?
2-fluorocyclohexan-1-ol
How would one use a Grignard-based synthesis to accomplish the following transformation?
methyl isobutyrate [(CH3)2CHCO2CH3] to 3-ethyl-2-methylpentan-3-ol
1. CH3CH2MgBr (2 equivalents)
2. H3O+
Provide an acceptable name for the compound below
HOCH2CH2OH
ethane-1,2-diol