Deck 3: Organic Compounds: Alkanes and Their Stereochemistry

Question 1

_____ is an aromatic ketone.

A)
B)
C)
D)
E)
F)
G)

Answer 1

Question 2

Exhibit 3-2
Label the indicated atoms in the structure below as 1°,2°,3°,or 4°.
Refer to Exhibit 3-2.The atom at B is _____.

Answer 2

3°

Question 3

Draw: 2-fluoro-3-methylpentane

Answer 3

Question 4

Exhibit 3-2
Label the indicated atoms in the structure below as 1°,2°,3°,or 4°.
Refer to Exhibit 3-2.The atom at C is _____.

Question 5

Draw: 4-(2,2-dibromoethyl)-3,5-dichloroheptane

Question 6

_____ is an amino aldehyde.

A)
B)
C)
D)
E)
F)
G)

Question 7

Name:

Question 8

Exhibit 3-3
Label the following pairs of compounds as:
_____

A)identical
B)constitutional isomers
C)neither
Place the letter of the correct answer in the blank.

Question 9

Draw: 6-ethyl-4-isopropyldecane

Question 10

Name:
(CH₃)₂CHCH₂CH₂CH(CH₂CH₃)CH₂C(CH₃)₃

Question 11

Exhibit 3-2
Label the indicated atoms in the structure below as 1°,2°,3°,or 4°.
Refer to Exhibit 3-2.The atom at D is _____.

Question 12

Exhibit 3-4
Experiments have shown that for 1,2-dichloroethane,ClCH₂CH₂Cl,in carbon tetrachloride solution at 25 °C,70% of the molecules are in the anti and 30% are in the gauche conformation.
Refer to Exhibit 3-4.Draw a Newman projection of the anti conformation of 1,2-dichloroethane.

Question 13

Circle and name each functional group in the following structure.

Question 14

Exhibit 3-3
Label the following pairs of compounds as:
_____

A)identical
B)constitutional isomers
C)neither
Place the letter of the correct answer in the blank.

Question 15

Exhibit 3-2
Label the indicated atoms in the structure below as 1°,2°,3°,or 4°.
Refer to Exhibit 3-2.The atom at A is _____.

Question 16

_____ is a cyclic alkane with two cis methyl groups.

A)
B)
C)
D)
E)
F)
G)

Question 17

Name:

Question 18

Exhibit 3-3
Label the following pairs of compounds as:
_____

A)identical
B)constitutional isomers
C)neither
Place the letter of the correct answer in the blank.

Question 19

Name:

Question 20

_____ is a tertiary chloride.

A)
B)
C)
D)
E)
F)
G)

Question 21

Exhibit 3-4
Experiments have shown that for 1,2-dichloroethane,ClCH₂CH₂Cl,in carbon tetrachloride solution at 25 °C,70% of the molecules are in the anti and 30% are in the gauche conformation.
Refer to Exhibit 3-4.Draw a Newman projection of the gauche conformation of 1,2-dichloroethane.Explain why the majority of the molecules are not in the gauche conformation.

Question 22

Name the following hydrocarbon.

Question 23

Exhibit 3-6
Predict the hybridization of the indicated atoms in Cipro .
Refer to Exhibit 3-6.The hybridization of this nitrogen atom (A) is __________.

Question 24

Which of the following alkanes would have the highest boiling point?

A)heptane
B)2-methylhexane
C)2,3,-dimethylpentane
D)2,2,3-trimethylbutane
E)All have the same molar mass and would have about the same boiling point.

Question 25

Which of the following functional groups if bonded to a three-carbon chain would have the largest δ- charge?

A)alcohol
B)ether
C)phosphate
D)sulfide

Question 26

Exhibit 3-6
Predict the hybridization of the indicated atoms in Cipro .
Refer to Exhibit 3-6.The hybridization of this carbon atom (B) is __________.

Question 27

If the following alkyl group were attached to a cyclohexane ring, the group would be named as:

A)butyl
B)isobutyl
C)sec-butyl
D)tert-butyl

Question 28

Draw at least four isomers with molecular formula given below.
C₄H₁₀O

Question 29

How many eclipsed conformations can be drawn?

Question 30

How many isomeric chloroalkanes have the molecular formula shown below? C₄H₉Cl

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

Question 31

Arrange the following conformation from lowest to highest energy.

Question 32

Put a box around the most polar bond in Cipro based on electronegativity values.

Question 33

Which of the following functional groups contains a carbonyl group?

A)ketone
B)ester
C)carboxylic acid
D)amide
E)All contain a carbonyl group.

Question 34

Exhibit 3-5
Cipro (Ciprofloxacin) is a synthetic broad spectrum antibacterial agent.It was most recently in the news as the antibiotic of choice for the treatment of anthrax.The structure of Cipro is shown below.
Refer to Exhibit 3-5.Circle the functional groups in the Cipro representation above.

Question 35

Exhibit 3-6
Predict the hybridization of the indicated atoms in Cipro .
Refer to Exhibit 3-6.The hybridization of this carbon atom (C) is __________.

Question 36

Explain your energy order from lowest to highest.

Question 37

Draw the staggered conformations.