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Exam 3: Organic Compounds: Alkanes and Their Stereochemistry

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Question 1

Multiple Choice

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Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane? ​ A B C D ​

A) A
B) B
C) C
D) D

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Question 2

Multiple Choice

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Pick the set of terms that correctly classifies the compound.

A) tertiary amine, primary alkyl chloride, secondary alcohol
B) primary amine, primary alkyl chloride, secondary alcohol
C) primary amine, primary alkyl chloride, tertiary alcohol
D) secondary amine, primary alkyl chloride, secondary alcohol
E) secondary amine, secondary alkyl chloride, secondary alcohol

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Question 3

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Draw the structure of a five carbon ketone containing one tertiary carbon atom.

How many constitutional isomers are there with the molecular formula C₆H₁₄?

Provide a line bond structure for 5-tert-butyl-2,3-dimethyloctane.

Which of the following functional group classifications do not contain oxygen?

Provide the line bond structure for 4-(2,2-dibromoethyl)-3,5-dichloroheptane.

The carbon atoms within the functional group of the following classifications are: alkene ester carboxylic acid amide

Label the following pair of compounds as:

Circle and name each functional group in the following structure. cortisone acetate (active ingredient in steroid skin cream)

Experiments have shown that for 1,2-dichloroethane, ClCH₂CH₂Cl, in tetrachloromethane solution at 25° C, 70% of the molecules are in the anti and 30% are in the gauche conformation. Use this information to answer the following question(s). -Refer to instructions. Draw a Newman projection of the gauche conformation of 1,2-dichloroethane.

4-ethyl-3,3,4-trimethylheptane contains:

Experiments have shown that for 1,2-dichloroethane, ClCH₂CH₂Cl, in tetrachloromethane solution at 25° C, 70% of the molecules are in the anti and 30% are in the gauche conformation. Use this information to answer the following question(s). -Refer to instructions. Draw a Newman projection of the anti conformation of 1,2-dichloroethane.

One of the functional group classifications is characterized by the presence of an sp² hybridized carbon atom. This functional group could be:

Which of the following alkanes is the most likely to be a liquid at room temperature?

Designate each carbon as primary, secondary, tertiary, or quaternary.

Which of the following Newman projections does not represent 2-methylhexane? ​ A B C D ​ ​ ​

Name these groups (left to right) . where represents the parent chain.

Among the following structures, how many different compounds are represented?

Which hydrogen atom(s) in the following compound is (are) classified as tertiary?