Deck 3: Organic Compounds: Alkanes and Their Stereochemistry

Question 1

To which functional group classification does the following molecule belong?

A)ester
B)ketone
C)alcohol
D)carboxylic acid
E)both b and c

Answer 1

both b and c

Question 2

If ethane reacts with a large excess of chlorine over a long period of time,the most likely major product of the reaction would be:

A)CCl₃CCl₃
B)CH₃CH₃
C)CH₂ClCH₂Cl
D)CH₂ClCH₃
E)Ethane does not react with the halogens.

Answer 2

CCl₃CCl₃

Question 3

Label the following pair of compounds as:

A)identical
B)constitutional isomers
C)stereoisomers
D)unrelated

Answer 3

constitutional isomers

Question 4

Instructions: Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram.



Refer to instructions.Conformations A and D are represented by the Roman numerals _____ and _____ in the diagram,respectively.

Question 5

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

Question 6

4-ethyl-3,3,4-trimethylheptane could be classified as:

A)an alkane
B)saturated
C)aliphatic
D)a paraffin
E)all of these

Question 7

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

Question 8

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

A)two quaternary carbon atoms
B)two tertiary carbon atoms
C)four secondary carbon atoms
D)a and c
E)all of these

Question 9

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

A)alkyl halide
B)sulfide
C)alcohol
D)aldehyde
E)alkyne

Question 10

Instructions: Experiments have shown that for 1,2-dichloroethane,ClCH₂CH₂Cl,in tetrachloromethane solution at 25 ^$\circ$ 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 highest energy eclipsed conformation of 1,2-dichloroethane.

Question 11

Instructions: Consider the conformations of 2-methylbutane shown below to answer the following question(s).

Question 12

Instructions: Experiments have shown that for 1,2-dichloroethane,ClCH₂CH₂Cl,in tetrachloromethane solution at 25 ^$\circ$ 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.

Question 13

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

A)sp
B)sp²
C)sp³
D)sp² and sp³

Question 14

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

A)a
B)b
C)c
D)both a and c
E)There are no tertiary hydrogen atoms.

Question 15

Provide a proper IUPAC name for the compound given below.

Question 16

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

Question 17

Circle and name each functional group in the following structure.

Question 18

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

A)ether
B)thiol
C)aldehyde
D)ester
E)amide

Question 19

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

A)5
B)4
C)3
D)2
E)1

Question 20

Instructions: Experiments have shown that for 1,2-dichloroethane,ClCH₂CH₂Cl,in tetrachloromethane solution at 25 ^$\circ$ 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.

Question 21

The most stable conformation of an alkane occurs when

A)carbon-carbon bonds are staggered and bulky groups are gauche.
B)carbon-carbon bonds are staggered and bulky groups are anti.
C)carbon-carbon bonds are eclipsed and bulky groups are gauche.
D)carbon-carbon bonds are eclipsed and bulky groups are anti.

Question 22

Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane?

A)1
B)2
C)3
D)4

Question 23

Instructions: Label each pair of compounds below as:

Question 24

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

Question 25

Choose a correct IUPAC name for:

A)3-methyl-l-tert-butylhexane
B)5-methyloctane
C)2,5-dimethylheptane
D)4,7,7-trimethyloctane
E)none of these

Question 26

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

A)propane
B)butane
C)pentane
D)hexane

Question 27

What is the IUPAC name of the following compound?

A)2-ethyl-4-methylpentane
B)2,4-dimethylhexane
C)3,5-dimethylhexane
D)1,1,3-trimethylpentane

Question 28

Name these groups (left to right).
Where
Represents the parent chain.

A)sec-propyl,sec-butyl,isobutyl
B)isopropyl,isobutyl,sec-butyl
C)sec-propyl,tert-butyl,isobutyl
D)isopropyl,tert-butyl,isobutyl
E)isopropyl,tert-butyl,sec-butyl

Question 29

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

Question 30

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

A)3
B)4
C)5
D)8

Question 31

Which of the following Newman projections does not represent 2-methylhexane?

A)1
B)2
C)3
D)4

Question 32

Instructions: Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram.

Refer to instructions.Conformations B and C are represented by the Roman numerals _____ and _____ in the diagram,respectively.