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Chem 1C - CLAS - Chapter 21
b. 3-chloro-3,4,4-trimethyl-1-pentyne
1. Classify the following compounds as saturated or
unsaturated.
O
OH
Cl
saturated
unsaturated
unsaturated unsaturated
2. What is the general formula for a hydrocarbon with
one ring and a triple bond?
a. CnH2n+2 b. CnH2n c. CnH2n–2 d. CnH2n–4 e. CnH2n–6
3. Name the following alkanes:
a. 4-ethyl-3-methylheptane
6. Which of the following is not a structural isomer of
2-heptene?
a.
b.
c.
d.
e.
3-heptene
2,4-dimethyl-2-pentene
3-methylcyclohexene
1-methylcyclohexane
2-heptyne
7. Which of the following can have geometric isomers?
a. 2-pentene
b. 2-pentyne
c. cyclopentene
d. 1-pentene
e. 2,3-dimethyl-2-pentene
8. How many dibromobenzenes can you have? Draw
and name them.
Br
b. 5-bromo-2,2-dimethylhexane
Br
ortho-dibromobenzene
Br
c. 2,4-dichloro-1-ethyl-1-propylcyclopentane
Br meta-dibromobenzene
para-dibromobenzene
4. Name the following alkenes:
a. 5-bromo-3-ethyl-2-hexene
Br
b. 6-tert-butyl-1-isopropylcyclohexene
5. Name the following alkynes:
a. 5-ethyl-6-methyl-3-octyne
9. How many compounds can be produced if you mix
chlorine with ethane in the presence of high
energy photons? 9
monochlorination CH3CH2Cl
dichlorination ClCH2CH2Cl or CH3CHCl2
trichlorination Cl2CHCH2Cl or CH3CCl3
tetrachlorination Cl2CHCHCl2 or ClCH2CCl3
pentachlorination Cl2CHCCl3
hexachlorinationCl3CCCl3
10. Predict the product for the following addition
reactions:
a. 1-pentene + Br2 →
Br
Br2
Br
b. 2-pentene + HBr →
c. 6-cyclopentyl-5-methyl-1-hexanol
H
HBr
Br
Br
OH
H
c. 1-butene + HCl →
O
H
HCl
6-cyclopentyl-5-methylhexanal
Cl
OH
Cl
H
O
11. Which of the following transitions does not
represent a hydrogenation reaction?
a. 1-butene → butane
b. 1-pentyne → pentane
c. pentane → 2-pentene
6-cyclopentyl-5-methylhexanoic acid
14. Name the following:
a.
12. Identify the functional groups that are present in the
following compounds:
O
5,6-dimethyl-3-hexanone
b.
Br
O
OH
4-bromopentanoic acid
c.
Carboxylic acid
Amine
Amide
Ester
Alcohol
Ketone
Alcohol
Ether
Aldehyde
H
3,4,4-trimethylpentanal
13. For each of the following (1) provide a name (2)
draw the products of oxidation and (3) name the
products:
a.
O
15. Classify the following amines as primary, secondary
or tertiary
a. tertbutylamine tertiary
b. ethylhexylamine secondary
3,4,4-trimethyl-2-pentanol
16. Predict and name the products for the following:
a. propanoic acid + 2-methyl-2-propanol →
O
OH
O
3,4,4-trimethyl-2-pentanone
b. 1-isopropylcyclohexanol
tertiary alcohols cannot be oxidized
O
+ H2O
b. methanoic acid + 2-butanol →
O
H
OH
O
OH + HO
O
OH + HO
H
O
+ H2O
c. hexanoic acid + 2,3-dimethyl-1-pentanol →
O
O
OH + HO
O
+ H2O
17. What compounds would you use to synthesize the
following esters?
a. methyl ethanoate
O
O
OH + CH 3OH
22. Draw a short segment of the polymer that is the
result of the following monomers:
a. tetrafluoroethene
-[-CF2- CF2- CF2- CF2- CF2- CF2- CF2-]nb. 4-methyl-2-pentene
+ H2O
O
b. cyclohexyl propanoate
iPr
O
O
OH + HO
iPr
iPr
iPr n
c. 1,1-dichloro-1-butene
+ H2O
O
Cl Cl Cl Cl Cl ClCl Cl
18. Circle the chiral carbons in the following:
O
H
H
H
OH
OH
OH
OH
Carbons 2,3 and 4 are all chiral
19. Peptide bonds in proteins are the result of
Condensation reactions between carboxylic and
amines What’s the difference between the
primary, secondary and tertiary structure of a
protein?
Primary – sequence of amino acids
Secondary – hydrobonding within the back bone
resulting in coiling or helices and pleated sheats
Tertiary – overall shape of a protein
How many possible tripeptides will result if you
were to mix valine, leucine and cysteine
together? 27
O
O
NH2
Valine
SH
O
NH2
Leucine
b.
F
F
Cl
F
c.
OH
OH
OH
23. Draw the monomer used to make the following
polymers.
a.
NH2
d.
Cysteine
O
HO
20. What type of monomers are used to make addition
polymers?
OH
e.
a.
b.
c.
d.
Alkanes
Alkenes
Alcohols and carboxylic acids
Amines and carboxylic acids
21. What type of monomers are used to make
condensation polymers?
a. Alkanes
b. Alkenes
c. Alcohols and carboxylic acids
d. Amines and carboxylic acids
HO
H2N
O
NH2
O
24. Which of the following are examples of
condensation polymers?
a. Proteins
b. DNA
c. Polysaccharides
d. Polystyrene
OH