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Exam 2: Alkanes and Cycloalkanes

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Question 21

True/False

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3-methylhexylcyclopentane represents a correct IUPAC name.

A) True
B) False

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Question 22

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What is the IUPAC name of the following compound?

A) 2,2-dimethyl-4-ethylheptane
B) 4-ethyl-2,2-dimethyl-heptane
C) 6,6-dimethyl-4-ethylheptane
D) 4-ethyl-6,6-dimethyl-heptane

E) A) and B)
F) C) and D)

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Question 23

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What is the approximate dihedral angle between the two chlorine atoms in the diaxial conformation of trans-1,2-dichlorocyclohexane?

The molecular formulas of neopentane and isobutane are _____ and _____, respectively.

Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C2-C3 bond of butane.

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

What is the correct assignment of common names for the following molecules? i. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$ ii. $\quad$$\quad$$\quad$$\mathrm{CH}_{3}$ $\quad$$\quad$$\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHCH}_{3}$ iii. $\mathrm{CH}_{3}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CCH}_{3}$ $\quad$$\quad$ | $\quad$$\mathrm{CH}_{3}$

Which of the following cycloalkanes has the largest heat of combustion per carbon atom?

In which of the following compounds are all of the carbon atoms in the same plane?

Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram. ​ -Conformation D is represented by Roman numeral ____.

Which of the following alkanes has the highest boiling point?

Which of the following cycloalkanes has the least ring strain?

Which of the following cycloalkanes has the largest heat of combustion?

Which of the following Newman projections represents 2,4-dimethylpentane?

What is the IUPAC name of the following compound?

What is the correct assignment of common names for the following molecules? i. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$ ii. $\quad$$\mathrm{CH}_{3}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CHCH}_{3}$ iii. $\mathrm{CH}_{3}$ $\quad$$\quad$ | $\mathrm{CH}_{3} \mathrm{CCH}_{3}$ $\quad$$\quad$ | $\quad$$\mathrm{CH}_{3}$

How many moles of molecular oxygen (O₂) are consumed in the complete combustion of one mole of octane (C₈H₁₈) ?

Which of the following substituted cyclohexanes has the most negative value of ΔG° for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?

Which of the following compounds has only 1° and 3° carbon atoms?