Download Hydrocarbons, alcohols, ethers, and thiols practice problems

Name ____________________________
Chem 21B - Spring 2012
Hydrocarbons, alcohols, ethers, and thiols practice problems
1) Identify the functional class each molecule belongs to and circle the functional group. Name the molecule if you
can.
Functional Class
Name
a)
CH3 CH2 SH
b) CH3 CH2CH2 -O-CH2 CH3
c)
d)
e)
f)
g)
h)
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2) A __________ bond results when parallel p orbitals overlap.
3) A hydrocarbon contains only which elements? ________________________________________________
4) Draw a line-angle formula for (CH3 )2CHCH2CH2 NH2.
5) Choose the correct hybridization for the atom indicated in the molecule below.
____________
6) The synthetic steroid, RU-486 ("the abortion pill"), is shown below.
a) How many pi bonds does RU-486 contain?__________
b) How many sp3 hybridized carbons are present in this carbon? __________
b) Is any part of this molecule aromatic? ____________ (circle the group, if yes)
c) Label each of the following using arrows:
1) a carbonyl group
2) an amino group
3) a hydroxyl group
4) an sp2 hybridized carbon
5) an sp hybridized carbon
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7) Circle the molecule below that has the higher boiling point.
CH3CH2 CH2OH or
CH3CH2 OCH3
8) Circle the molecule below that is more soluble in water.
(CH3 )2NH or CH 3CH2CH3
9) Circle the molecule below that is more soluble in water.
CH3OCH3
or CH3CH2 OH
10) Compounds that have the same formula, but are different in any way are called _________________.
Compounds that have the same formula, but different connectivity of atoms are called ____________________.
Compounds that have the same formula and same connectivity of atoms, but are different in how groups are
arranged around a double bond or ring structure are called ________________________________.
11) Write and balance the equation for the complete combustion of C5 H10 :
12) Draw all possible structural isomers of C5 H10 :
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13) Draw a correct structure for each of the following:
a) 2,5-dimethylheptane
b) 5-sec-butyl-2,2-dimethylnonane
c) isopentane
d) 3-ethyl-7-methyl-5-propylnonane
e) 3-ethoxyhexane
f) 1-ethoxy-2-isopropylcyclohexane
g) p-chlorophenol
h) 3-ethyl-3-heptanol
g) isopropylbenzene
h) 3-ethyl-3-heptanol
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14) Write out the reactions that will occur when the following molecules are combined. Name all organic molecules
(if possible) and draw their structures. If a catalyst is required, include it in the equation.
a) 1-pentene and bromine solution
b) 1-hexanol and sulfuric acid
c) 1,2-dimethylcyclopentene and hydrogen chloride
d) 1,3-cyclohexadiene and hydrogen gas
e) 4-ethyl-2-hexene and water
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