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Exam 3: Structure and Stereochemistry of Alkanes

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Question 31

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Identify the correct IUPAC name for each compound shown below.

A) 2-bromo-3-sec-butyl-4-ethylhexane
B) 2-bromo-4-ethyl-3-sec-butylhexane
C) 3-(1-bromoethyl) -2,4-diethylhexane
D) 4-(1-bromoethyl) -3-ethyl-5-methylheptane
E) 4-(1-bromoethyl) -5-ethyl-3-methylheptane

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Question 32

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Provide an acceptable name for the alkane shown below.

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6-ethyl-2-...

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Question 33

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Given the following heats of combustion per CH₂ group within the structure, which cyclic alkane has essentially no angle strain? (Ref: long-chain Alkane = 659 kJ/mol)

Draw the most stable conformation of cis-1,2-dimethylcyclohexane.

Draw an acceptable structure for 6-ethyl-2,6,7-trimethyl-5-propylnonane.

Draw the most stable conformation of cis-1-ethyl-4-isopropylcyclohexane.

Name the haloalkane shown.

Provide an acceptable name for the alkane shown below.

Draw the chair conformer of cyclohexane. Label the axial hydrogens (H_a) and the equatorial hydrogens (H_e).

Provide an acceptable name for the alkane shown below.

From the perspective of viewing down the C2-C3 bond, draw the Newman projection of the least stable conformation of 2,3-dimethylbutane.

Which of the following is a bridged bicyclic alkane?

How many carbons do the primary alkane constituents of gasoline contain?

Provide the name of the compound below.

In the lowest energy chair conformation of cis-1,3-dimethylcyclohexane, how many axial positions are occupied by hydrogen atoms?

Which of the following describes the compound below?

In a Newman projection, siting down the C3-C4 bond, draw the structure below in its most stable conformation.

In the lowest energy conformation of the compound below, how many alkyl substituents are equatorial?

Triacontane is an unbranched alkane that contains 30 carbon atoms in each molecule. How many hydrogen atoms are present in each molecule of triacontane?

Predict the molecular formula of 4-ethyl-5,5-dimethyldodecane.