Test Bank For Organic Chemistry with Biological Applications 3rd Edition

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Test Bank For Organic Chemistry with Biological Applications 3rd Edition

1. The following group is a substituent on a molecule. What is an accepted IUPAC name for this group?

a.  propenyl
b.  allyl
c.  vinyl
d.  propylene
e.  either a or b
ANSWER:   e
POINTS:   1

2. What is the IUPAC name of the following compound?

a.  (E)-3-methylpent-3-ene
b.  (Z)-3-methylpent-3-ene
c.  (E)-3-methylpent-2-ene
d.  (Z)-3-methylpent-2-ene
ANSWER:   d
POINTS:   1

3. Name this compound.

ANSWER:   1-ethynyl-2-methylcyclopentane
POINTS:   1

4. Choose substituents X and Y (listed in order below) for the following compound so as to make a Z isomer.

a.  −Br, −NHCH3
b.  −F, −CHO
c.  −I, −OCH3
d.  −COOH, −CH2NH2
e.  −Br, −COOH
ANSWER:   b
POINTS:   1

5. A molecule has three degrees of unsaturation. In this molecule there would be
a.  three rings
b.  three double bonds
c.  two rings and one double bond
d.  one ring and two double bonds
e.  any of these
ANSWER:   e
POINTS:   1

6. For a compound containing substituents other than hydrogen, the number of hydrogen atoms in the equivalent hydrocarbon formula is determined by _____ from the number of hydrogen atoms present.
a.  subtracting the number of halogens atoms
b.  adding two hydrogen atoms for each oxygen
c.  subtracting the number nitrogen atoms
d.  adding the number of oxygen atoms
ANSWER:   d
POINTS:   1

7. A compound with the following molecular formula contains two double bonds. What is the correct subscript for H in the formula?

C10H?ClN2O
a.  19
b.  22
c.  18
d.  20
e.  21
ANSWER:   a
POINTS:   1

8. Calculate the degree of unsaturation in the formula below. Show your calculations.

caffeine, C8H10N4O2
ANSWER:   Oxygen does not affect the base formula. One hydrogen is subtracted for each nitrogen, so the base formula for caffeine is C8H6. A saturated 8 carbon compound should have 18 hydrogens, so the number of degrees of unsaturation for caffeine is: (18 − 6) / 2 = 6
POINTS:   1

Instructions: Dieldrin, C12H8Cl6O, is a pentacyclic (five-ring) compound formerly used as an insecticide. Use this information to answer the following question(s).

9. Refer to instructions. Calculate the degree of unsaturation for Dieldrin.
ANSWER:   Oxygen does not affect the base formula. One hydrogen is added to the base formula for each halogen, so the base formula for dieldrin is C12H14. A saturated 12 carbon compound should have 26 hydrogens, so the number of degrees of unsaturation for dieldrin is:
(26 − 14) / 2 = 6
POINTS:   1

10. Refer to instructions. How many double bonds does dieldrin have?
ANSWER:   Dieldrin has 6 degrees of unsaturation and it is pentacyclic. Therefore, dieldrin must have one double bond.
POINTS:   1

Instructions: Draw structures corresponding to each name below.

11. Draw:

(3E)-3,7-dimethylocta-1,3,6-triene
ANSWER:
POINTS:   1

12. Draw:

trans-4,4-dimethylpent-2-ene
ANSWER:
POINTS:   1

Instructions: Pent-2-ene is an example of a disubstituted alkene. Use this alkene to answer the following question(s).

13. Refer to instructions. Draw the cis and trans isomers of pent-2-ene and label them.
ANSWER:
cis trans

POINTS:   1

14. Refer to instructions. Circle the isomer of pent-2-ene that is most stable.
ANSWER:
POINTS:   1

Instructions: Provide names for each structure below. Be sure to include the cis,trans or E,Z designations where applicable.

15. Name and designate:

ANSWER:   trans-2-methylhex-3-ene or (E)-2-methylhex-3-ene
POINTS:   1