Exercise 4: Chapter 4- ALKANES 6. Give the IUPAC name for the following compound.

1. What is the IUPAC name for the following compound?

A) 7,7 diethyl-5-isopropyl-3,4-dimethyldecane
B) 7,7-diethyl-5-isopropyl-2,3-dimethyldecane
C) 7,7-diethyl-4-isopropyl-2,3-dimethyldecane 7. Give the IUPAC name for the following compound.

2. Give the IUPAC name for the following compound.

8. Give the IUPAC name for the following compound.

A) 2-methyl-4-isopropylheptane
B) 2-methyl-4-isopropyloctane
C) 3-methyl-5-isopropylhexane

3. Which of the following statements best explains the 9. Give the IUPAC name for the following compound.
reason for the relative stabilities of the two conformers H3C CH3
shown below? H3C
CH3

CH3

10. Rank the indicated conformations in order of

decreasing stability (from L-R).
A) A has more torsional strain; B has more steric strain.
B) A has more steric strain; B has more torsional strain.
C) A and B have the same torsional strain.
D) A and B have the same steric strain.
E) A and B have similar steric strain; B has more
torsional strain.
11. Draw all the conformations for the rotation about C2-
4. Predict the most stable conformation of cis-1-
C3 bond 2,3-dimethylbutane using Newman
isopropyl-4-ethylcyclohexane.
Projections. Box the most stable conformation and
A) The isopropyl group is axial and the ethyl group is
justify your answer.
equatorial.
B) Both groups are axial.
12. Draw the flipped chair conformation of a. Which of
C) Both groups are equatorial.
the two conformations is more stable? Justify your
D) The isopropyl group is equatorial and the ethyl group
answer.
is axial.
E) There is no way to predict for this molecule.

5. Select the most stable conformer of cis-1, 3-

cyclohexane diol. 13 Draw the molecule trans-1-ethyl-3-
isopropylcyclohexane in its chair and its flipped chair
conformation. Which is the overall most-stable
conformer? Justify your answer.

14. Give the products of the combustion reaction of

cyclohexane and balance the equation.
A) A B) B C) C D) D E) E

15. For the molecules:2,2-dimethylhexane,

2,3,4-trimethylpentane and octane. Which of the
following structures will have the highest bp, lowest mp,
and the least soluble in water?