Deck 10: Organic Chemistrystructure

Question 1

Draw and name hydrocarbons using the IUPAC system.

Answer 1

The IUPAC system of nomenclature gives each compound a unique name.

Question 2

Draw and name aromatic compounds using the IUPAC system.

Answer 2

All six carbon atoms in benzene are equivalent.

Question 3

Draw and name compounds containing common functional groups.

Answer 3

The IUPAC system can be used to unambiguously assign a name to any compound.

Question 4

Recognize, name, and draw stereoisomers and conformations.

Question 5

What is the correct name for the line structure shown below?

A) 2-methylhexane
B) 2-methylheptane
C) 5-methylhexane
D) 1,1-dimethylpentane
E) 2-butylpropane

Question 6

What is the correct name for the structure below?

A) 2-ethylpentane
B) 2-propylbutane
C) 3-ethylpentane
D) 3-methylhexane
E) 4-methylhexane

Question 7

What is the correct name for the structure below?

A) 1,1-dimethylheptan-3,5-diene
B) 6,6-dimethylheptan-1,3-diene
C) 6,6,6-trimethylhexan-1,3-diene
D) 1,1,1-trimethylhesan-3,5-diene
E) 6,6-dimethylhexane-1,3-diene

Question 8

What is the correct name for the structure below?

A) propane
B) cyclobutane
C) cyclopropane
D) butane
E) isobutene

Question 9

What is the correct name for the CH₃CH₂C(CH₃)(CH₂CH₃)CH₂CH₂CH₃?

A) nonane
B) 4-ethyl-4-methylhexane
C) 1-propyl-1-ethylbutane
D) 3-ethyl-3-methylhexane
E) 1-propyl-1ethyl-1-ethylpropane

Question 10

What is the correct name for the structure below?

A) 1-methyl-3-ethylcyclopentane
B) 1-ethyl-3-methylcyclopentane
C) cycloctane
D) 1-ethyl-4-methylcyclopentane
E) 1-methyl-4-ethylcyclopentane

Question 11

What is the correct name for the line structure shown below?

A) 3-chloroethylcyclopentane
B) 1-chloro-3-ethylcyclopentane
C) 4-chloroethylcyclopentane
D) 1-chloro-4-ethylcyclopentane
E) 3-chloroethylpentane

Question 12

The IUPAC name for is

A) 6-ethyl-3,4-dimethylheptane.
B) 2-ethyl-4,5-dimethylheptane.
C) 3,4,6-trimethyloctane.
D) 3,5,6-trimethyloctane.
E) 2-(1-methylpropyl)-4-methylhexane.

Question 13

An IUPAC name for is

A) 5-methyl-4-(1-methylpropyl)hexane.
B) 2-methyl-3-(1-methylpropyl)hexane.
C) 2-methyl-3-(2-methylpropyl)hexane.
D) 3-methyl-4-(1-methylethyl)heptane.
E) 5-methyl-4-(1-methylethyl)heptane.

Question 14

A correct IUPAC name for the following compound is

A) 2,5-Dimethyl-3-propylheptane.
B) 3,6-Dimethyl-5-propylheptane.
C) 6-Methyl-4-(1-methylethyl)octane.
D) 2-Methyl-3-(2-methylbutyl)hexane.
E) 3-Methyl-5-(1-methylethyl)octane.

Question 15

A correct IUPAC name for the following compound is

A) 4-propyl-5-chloro-3-heptanol.
B) 4-propyl-3-chloro-5-heptanol.
C) 4-(1-chloropropyl)-3-heptanol.
D) 5-chloro-4-propyl-3-heptanol.
E) 3-hydroxy-4-propyl-5-chloroheptane.

Question 16

Which of the following is bicyclo[3.2.2]nonane?

A) I
B) II
C) III
D) IV
E) V

Question 17

Select the systematic name for

A) cis-1,3-Dichlorocyclopentane
B) trans-1,4-Dichlorocyclopentane
C) cis-1,2-Dichlorocyclopentane
D) trans-1,3-Dichlorocyclopentane
E) 1,1-Dichlorocyclopentane

Question 18

Which compound is bicycloheptane?

A) I
B) II
C) III
D) IV
E) V

Question 19

4-amino-2-chlorophenol is

A) I.
B) II.
C) III.
D) IV.
E) V.

Question 20

The correct name for the compound below is

A) 3,4-Dibromoaniline.
B) 2,4-Dibromoaniline.
C) 2,5-Dibromoaniline.
D) 3,6-Dibromoaniline.
E) 2,6-Dibromoaniline.

Question 21

Which compound below is a secondary alcohol?

A)

B)

C)


D) CH₃CH₂CH₂CH₂OH
E) CH₃CH₂CH₂OCH₃

Question 22

Which compound is a secondary amine?

A) CH₃CH₂CH₂NH₂
B)

C)

D)

E)

Question 23

Which compound is an aldehyde?

A) I
B) II
C) III
D) IV
E) V

Question 24

Which compound is a ketone?

A)

B)

C)

D)

E)

Question 25

Which compound is an ester?

A) I
B) II
C) III
D) IV
E) V

Question 26

The compound shown below is a synthetic estrogen. It is marketed as an oral contraceptive under the name Enovid. In addition to an alkane (actually cycloalkane) skeleton, the Enovid molecule also contains the following functional groups:

A) ether, alcohol, alkyne
B) aldehyde, alkene, alkyne, alcohol
C) alcohol, carboxylic acid, alkene, alkyne
D) ketone, alkene, alcohol, alkyne
E) amine, alkene, ether, alkyne

Question 27

Which is a 3^o alkyl halide?

A) I
B) II
C) III
D) IV
E) V

Question 28

Which is the 3^o amine?

A) I
B) II
C) III
D) IV
E) V

Question 29

Which functional group is NOT contained in prostaglandin E₁?

A) ketone
B) 2^o alcohol
C) 3^o alcohol
D) carboxylic acid
E) alkene

Question 30

The compound below is an adrenocortical hormone called cortisone. Which functional group is not present in cortisone?

A) 1^o alcohol
B) 2^o alcohol
C) 3^o alcohol
D) ketone
E) alkene

Question 31

The compound shown below is a substance called Capsaicin, found in varying concentrations in several varieties of hot peppers, and responsible for their respective degrees of "heat". Which functional groups are present in the molecule of capsaicin?

A) alkene, ketone, amine, alcohol, ester
B) alkene, ketone, alcohol, ether
C) alkene, amine, phenol, ether
D) ether, phenol, alkene, amide
E) ester, phenol, alkene, amide

Question 32

Drawn below is Atropine, found in Atropa belladonna, sometimes used in dilating pupils during an eye exam. Which of the following functional groups is NOT in atropine?

A) amine
B) ester
C) alcohol
D) benzene ring
E) ketone

Question 33

The compound shown below is the male sex hormone, testosterone. Which functional groups are present in the molecule?

A) alkene, ester, tertiary alcohol
B) alkene, ether, secondary alcohol
C) alkene, ketone, secondary alcohol
D) alkyne, ketone, secondary alcohol
E) alkene, ketone, tertiary alcohol

Question 34

Which is a carboxylic acid?

A) I
B) II
C) III
D) IV
E) V

Question 35

Which compound is a tertiary alcohol?

A) I
B) II
C) III
D) IV
E) V

Question 36

Which compound is a primary amine with the formula C₅H₁₃N?

A) I
B) II
C) III
D) IV
E) V

Question 37

Which compound can be classified as an ester as well as a ketone?

A) I
B) II
C) III
D) IV
E) V

Question 38

Which compound(s) contain(s) tertiary carbon atom(s)?

A) I, II, III
B) I
C) II, III
D) I, IV
E) V

Question 39

Which of the following is the enantiomer of the following substance?

A) I
B) II
C) III
D) It does not have a non-superposable enantiomer.

Question 40

Which of the following molecules is achiral?

A) I
B) II
C) III
D) IV
E) V

Question 41

I and II are

A) constitutional isomers.
B) enantiomers.
C) non-superposable mirror images.
D) diastereomers.
E) non-isomeric.

Question 42

Pairs of enantiomers are

A) I, II and III, IV.
B) I, II.
C) III, IV.
D) IV, V.
E) I, IV.

Question 43

Chiral molecules are represented by

A) I, II, III, IV, and V.
B) I, II, III, and IV.
C) I and II.
D) III and IV.
E) IV.

Question 44

The molecules shown are

A) constitutional isomers.
B) enatiomers.
C) diasteromers.
D) identical.
E) stereoisomers.

Question 45

The molecules shown are

A) enantiomers.
B) diasteromers.
C) constitutional isomers.
D) two conformations of the same molecule.
E) not isomeric.

Question 46

The molecules shown are

A) constitutional isomers.
B) enantiomers.
C) diastereomers.
D) identical.
E) stereoisomers.

Question 47

The molecules below are

A) constitutional isomers.
B) enantiomers.
C) diastereomers.
D) identical.
E) stereoisomers.

Question 48

The molecules shown are

A) enantiomers.
B) diastereomers.
C) constitutional isomers.
D) two different conformations of the same molecule.
E) not isomeric.

Question 49

The molecules below are

A) constitutional isomers.
B) enantiomers.
C) diastereomers.
D) identical.
E) stereoisomers.

Question 50

Which molecule (s) is(are) achiral?

A) I
B) II
C) III
D) I and II
E) I and III

Question 51

Which molecule(s) is(are) achiral?

A) I
B) II
C) III
D) I and II
E) I and III

Question 52

Which of the following represent (R)-2-butanol?

A) III and IV
B) I, III, IV and V
C) I, IV and V
D) I and III
E) I, II, IV and V

Question 53

Which structure represents (S)-1-chloro-1-fluoroethane?

A) I
B) II
C) III
D) I and II
E) I and III

Question 54

Which structure represents (R)-1-chloro-1-fluoroethane?

A) I
B) II
C) III
D) I and II
E) I and III

Question 55

Which structure represents (S)-2-bromobutane?

A) I
B) II
C) III
D) I and II
E) I and III

Question 56

is properly named

A) (3R,4S,5R)- 3,5-Dichloro-4-methylhexane.
B) (2S,3S,4S)- 2,4-Dichloro-3-methylhexane.
C) (2S,3R,4R)- 2,4-Dichloro-3-methylhexane.
D) (2S,3R,4S)-2,4-Dichloro-3-methylhexane.
E) (2S,3S,4R)- 2,4-Dichloro-3-methylhexane.

Question 57

Draw the line structure of 2-propanol.