Deck 21: Organic and Biochemical Molecules

Question 1

Name the following:

A) dodecane
B) methylpentane
C) isopropane
D) n-pentane
E) methylbutane

Answer 1

methylbutane

Question 2

Isomers have

A) different molecular formulas and different structures.
B) the same molecular formula and the same structure.
C) the same molecular formula but different structures.
D) different molecular formulas but the same structure.
E) none of these

Answer 2

the same molecular formula but different structures.

Question 3

A student gave a molecule the following name:
2-ethyl-3-methyl-5-butylhexane
However, his TA pointed out that although the molecule could be correctly drawn from this name, the name violates the systematic rules. What is the correct (IUPAC) name for the molecule?

A) 5,7,8-trimethyldecane
B) 3,4-dimethyl-6-butylheptane
C) 1,2-diethyl-3,6,7-trimethylnonane
D) 3,4,6-trimethyldecane
E) 2-butyl-4,5-dimethylheptane

Answer 3

3,4,6-trimethyldecane

Question 4

A student gave a molecule the following name:
3-methyl-4-isopropylpentane
However, the teacher pointed out that although the molecule could be correctly drawn from this name, the name violates the IUPAC rules. What is the correct (IUPAC) name for the molecule?

A) 4-isopropyl-3-methylpentane
B) 2-isopropyl-3-methylpentane
C) 3,4-dimethylheptane
D) 2,3,4-trimethylhexane
E) 1,1,2,3-tetramethylpentane

Question 5

Which of the following has the lowest boiling point?

A) ethane
B) methane
C) propane
D) butane
E) All of these have the same boiling point.

Question 6

The compound below is the carbon skeleton (minus any hydrogen atoms) of I.a C₁₂H₂₆
II.a substituted octane
III.a compound with 3 tertiary carbons
IV.a compound with 3 secondary carbons
V.a compound with 2 isopropyl groups

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

Question 7

In lecture, the professor named a molecule 2-ethyl-4-tertiary-butylpentane. An alert student pointed out that although the correct structure could be drawn from this name, the name did not follow systematic rules. What is the correct systematic name for the molecule?

A) 3,5,6,6-tetramethylheptane
B) 2-ethyl-4,5,5-trimethylhexane
C) undecane
D) 2,2,3,5-tetramethylheptane
E) 2-t-butyl-5-methylhexane

Question 8

Combustion reactions are substitution reactions with oxygen.

Question 9

Name the following:

A) 3,5-dimethylheptane
B) secondary ethylpentane
C) 2,4-diethylpentane
D) 2,3-dimethyl-2,3-diethylpropane
E) none of these

Question 10

Which of the following names is a correct one?

A) 3,5-dichloropentane
B) 2-bromo-1-chloro-4,4-dimethylnonane
C) cis-1,3-dimethylpropane
D) 1,1-dimethyl-2,2-diethylbutane
E) 1-chloro-2,4-methyl-3-propylcyclohexane

Question 11

1-Propene undergoes hydrogenation. The product of this is

A) methane.
B) ethane.
C) 2-propane.
D) propane.
E) none of these

Question 12

How many isomers are there with the formula C₃H₄? Include both structural and geometric isomers.

A) 5
B) 2
C) 6
D) 3
E) 4

Question 13

How many isomers of C₄H₁₀ are there?

A) 5
B) 6
C) 2
D) 3
E) 4

Question 14

How many structural isomers does ethane have?

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

Question 15

Which of the following is not a structural isomer of 1-pentene?

A) 2-methyl-2-butene
B) 1-methyl-cyclobutene
C) 2-pentene
D) cyclopentane
E) 3-methyl-1-butene

Question 16

Name the following:

A) 2,2,5,7,8,8-hexamethyl-3,3-dipropylnonane
B) isonanane
C) 6-propyl-2,6-di-t-butylnonane
D) 2,2,3,5-tetramethyl-7-propyl-7-t-butyldecane
E) none of these

Question 17

Name the following:

A) 2,2-diethylpropane
B) 2-methyl-2-ethylbutane
C) n-heptane
D) 3,3-dimethylpentane

Question 18

The product of ethane undergoing dehydrogenation is called

A) ethene.
B) propene.
C) propane.
D) methene.
E) none of these

Question 19

Which of the following, upon reacting with oxygen, would form the greatest amount of carbon dioxide?

A) n-pentane
B) isopentane
C) neopentane
D) Two of these would form equal amounts.
E) All of these would form equal amounts.

Question 20

What is the compound whose carbon skeleton (minus any hydrogen atoms) appears below?

A) 2,4-diethyl-3,6-dimethylheptane
B) 5-ethyl-3,4,6-trimethyloctane
C) 1,4-diethyl-3,6-dimethyl-tridecane
D) 2,5-dimethyl-4,6-diethylheptane
E) 4-ethyl-2,5,6-trimethyloctane

Question 21

Which of the following often have useful solvent properties?

A) esters only
B) ketones only
C) alcohols only
D) amines only
E) All of these have useful solvent properties.

Question 22

Which of the following types of compounds lacks an sp²-hybridized carbon center?

A) ketones
B) aldehydes
C) alkenes
D) alcohols
E) benzene

Question 23

Which of the following is an incorrect name?

A) ethene
B) propyne
C) trans-1,2-dichloroethene
D) 1,1-dibromobutane
E) cis-1,1-difluoropropane

Question 24

Which of the following compounds can exhibit geometric isomerism?

A)
B)
C)
D)
E)

Question 25

How many different possible tetramethylbenzenes exist?

A) 6
B) 2
C) 5
D) 3
E) 4

Question 26

Name the following:

A) 1,1,1-trichloro-5-bromo-3-pentyne
B) 1,1,1-trichloro-5-bromo-3-pentene
C) 5,5,5-trichloro-1-bromo-2-pentene
D) 1,1,1-trichloro-5-bromo-2-pentene
E) none of these

Question 27

Consider the following four compounds: Which of these compounds would have the same physical properties (melting point, boiling point, density, and so on)?

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

Question 28

Name the following:

A) 2,3-dichloro-1-methyl-propene
B) 2,3-dichloro-trans-2-butene
C) 2,3-dichloro-cis-2-butene
D) 2-chloro-3-chloro-cis-2-butene
E) 1-chloro-1-methyl-2-chloro-propene

Question 29

The common name for 2-propanol is

A) n-propyl alcohol.
B) methanol.
C) ethanol.
D) isopropyl alcohol.
E) none of these

Question 30

Consider the molecule trans-2-butene. Which statement is true?

A) There is free rotation around every bond in the molecule.
B) Cis-2-butene is its structural isomer.
C) Carbon #2 exhibits sp² hybridization.
D) The molecule has two π bonds.
E) none of these

Question 31

In which of the following lists do all members have a C=O bond?

A) secondary alcohol, ketone, aldehyde
B) ester, aldehyde, secondary alcohol, ketone
C) ester, aldehyde, ketone
D) any alcohol, ether, ester
E) carboxylic acid, ether, tertiary alcohol

Question 32

Which of the following have a -C-NH₂ functional group?

A) esters
B) alcohols
C) aldehydes
D) amines
E) ethers

Question 33

Which of the following is known as rubbing alcohol?

A) isopropanol
B) methanol
C) ethanol
D) propanol
E) none of these

Question 34

Which of the following is known as wood alcohol?

A) methanol
B) isopropanol
C) ethanol
D) propanol
E) none of these

Question 35

How many of the following molecules exist?
I.methene
II.isoethane
III.isopropyne
IV.neobutane

A) 2
B) 1
C) 4
D) 3
E) 0

Question 36

H₂CCHCH₂N(CH₃)₂ is

A) an alkyne and a tertiary amine.
B) an alkyne and a secondary amine.
C) an alkene and a primary amine.
D) an alkene and a tertiary amine.
E) none of these

Question 37

For which of the following compound(s) are cis and trans isomers possible?

A) difluoroethyne
B) 2,3-dichloro-2-butene
C) 3,4-diethyl-3-hexene
D) ortho-chloroanaline
E) 4,4-dimethylcyclohexanol

Question 38

How many structural and geometric isomers are there of chloropropene?

A) 2
B) 3
C) more than 5
D) 5
E) 4

Question 39

Name the following:

A) 1-hexyne
B) 2-ethyl-3-butyne
C) 3-methyl-1-pentyne
D) 2-ethynyl butane
E) 3-methyl-4-pentyne

Question 40

The oxidation of secondary alcohols results in

A) secondary alcohols.
B) aldehydes.
C) ketones.
D) esters.
E) ethers.

Question 41

Which of the following will yield a carboxylic acid upon oxidation?

A) a ketone
B) a cycloalkane
C) an aldehyde
D) tertiary alcohol
E) a secondary alcohol

Question 42

Refer to the following structures. Which of the statements below is true of them?

A) I and II have different molecular formulas.
B) II and III are stereoisomers of each other.
C) I and III are the same compound.
D) I and III are structural isomers of each other.
E) II and III are different conformations of the same compound.

Question 43

Classify the following molecule:

A) aldehyde
B) carbonyl
C) acid
D) ketone
E) amine

Question 44

Name the following:

A) acetone
B) diethyl ether
C) diethylketone
D) butyraldehyde
E) none of these

Question 45

Classify the following molecule:

A) primary alcohol
B) tertiary alcohol
C) ether
D) secondary alcohol
E) phenol

Question 46

Identify the type of organic compound shown:

A) amine
B) ester
C) ketone
D) aldehyde
E) none of these

Question 47

Oxidation of 2-methyl-1-butanol could yield
I.2-methyl-1-butanone
II.2-methylbutanal
III.2-methylbutanoic acid

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

Question 48

Which structure represents an optically active aldehyde?

A)
B)
C)
D)
E)

Question 49

Name the following:

A) ethyl propanoate
B) n-propyl acetate
C) isopropyl formate
D) isopropyl acetate
E) none of these

Question 50

Which of the following is found in beverages such as wine?

A) propanol
B) isopropanol
C) ethanol
D) methanol
E) none of these

Question 51

Identify the secondary amine.

A)
B) CH₃NH₂
C) (CH₃)₃N
D) (CH3​)₂ NH
E) NH₃

Question 52

When the following organic compound is oxidized, what is the major organic product?
(CH₃CH₂)₂CHOH + KMnO₄

A) 3-pentanone
B) 3-pentanal
C) 3-pentanoic acid
D) diethylether
E) 3-pentanol

Question 53

Which of the following becomes more soluble in water upon the addition of NaOH?

A) an alkane
B) an aromatic hydrocarbon
C) an amine
D) a carboxylic acid
E) an amide

Question 54

If you were to heat pentanoic acid and 2-butanol with an acid catalyst, which of the following would you be most likely discover in your flask?

A) an alkane
B) a ketone
C) an ester
D) an amine
E) an aldehyde

Question 55

Identify the type of organic compound shown:
(CH₃)₂CHOH

A) carboxylic acid
B) ether
C) secondary alcohol
D) tertiary alcohol
E) primary amine

Question 56

Name the following:

A) methyl alcohol
B) butanol
C) ethyl alcohol
D) propyl alcohol
E) isopropyl alcohol

Question 57

Classify the following molecule:

A) amine
B) acid
C) ketone
D) aldehyde
E) carbonyl

Question 58

Name the following:

A) 3-methyl-4-chloro-1-isopropylpentanone
B) 4-chloro-2,5-dimethyl-3-heptanone
C) 2-chloro-3-ethyl-1-isopropylbutanone
D) 2-butyl,chloro,isobutanoyl methane
E) isopropyl-chloro,methylbutyl ketone

Question 59

Classify the following molecule:

A) tertiary amine
B) secondary amine
C) primary amine
D) amino acid
E) peptide

Question 60

Identify the type of organic compound shown:

A) aldehyde
B) amine
C) ketone
D) ester
E) none of these

Question 61

The condensation product of two amino acids is a(n)

A) ester.
B) peptide.
C) alcohol.
D) ketone.
E) ether.

Question 62

An example of a secondary structure of a protein is

A) a peptide linkage.
B) a pleated sheet.
C) serine.
D) an alpha amino acid.
E) none of these

Question 63

Teflon is an example of a

A) copolymer.
B) homopolymer.
C) dimer.
D) two of these
E) none of these

Question 64

Which of the following is the best description of a protein?

A) a chain of amino acids formed by condensation polymerization
B) an alternating chain of amino acids and nucleic acids
C) two antiparallel chains of nucleic acids connected by hydrogen bonding
D) a chain of amino acids connected by ester bonds
E) a chain of nucleotides connected by phosphodiester bonds

Question 65

Aspirin is formed via a(n) __________ reaction.

A) combustion
B) hydrogenation
C) condensation
D) substitution
E) addition

Question 66

The overall shape of a protein is maintained by

A) hydrogen bonding.
B) ionic bonds.
C) dipole-dipole bonding.
D) covalent bonds.
E) all of these

Question 67

Oxidation of a primary alcohol results in a(n) __________, and oxidation of a secondary alcohol results in a(n) _________.

A) ester, ether
B) ketone, aldehyde
C) amine, carboxylic acid
D) carboxylic acid, amine
E) aldehyde, ketone

Question 68

Which of the following yields a primary alcohol upon reduction?

A) a ketone
B) an amine
C) an alkene
D) an aldehyde
E) an ether

Question 69

The boiling point of methanol is much higher than that of ethane. This is primarily due to

A) the significant molecular size difference between methanol and ethane.
B) the difference between the molar mass of methanol and that of ethane.
C) the carbon-oxygen double bond in the methanol.
D) the hydrogen bonding in methanol.
E) none of these

Question 70

The analysis of a protein for its amino acid content is valuable in determining the protein's

A) quaternary structure.
B) secondary structure.
C) primary structure.
D) tertiary structure.

Question 71

The structures of proteins are partially determined by the order of various amino acids in the macromolecule. This level of structural determination is known as

A) tertiary structure.
B) secondary structure.
C) the order of bases.
D) quaternary structure.
E) primary structure.

Question 72

The alpha helix of a protein is held in a coiled conformation partly because of

A) hydrogen bonding.
B) double bonding.
C) active sites.
D) optical activity.

Question 73

Which of the following molecules exhibits chirality?

A) CH₃OH
B) CH₂Cl₂
C) CH₃CH₂OCH₃
D)
E) CH₃CH₂CClFOH

Question 74

Which of the following is optically active (that is, chiral)?

A) 3-chloropentane
B) 1-bromopentane
C) 2-chloropentane
D) dichloromethane
E) dimethylamine

Question 75

A polypeptide is

A) an addition polymer of amino acids.
B) a part of nucleic acids.
C) a polymer of sugar molecules.
D) a condensation polymer of amino acids.
E) none of these

Question 76

Hydrogen bonding between -C=O groups and NH- groups in the backbone of a protein determines the

A) tertiary structure.
B) secondary structure.
C) quaternary structure.
D) primary structure.
E) all of these

Question 77

Pick the optically active molecule among the following:

A)
B)
C)
D)
E) none of these

Question 78

No atoms are lost from starting material in making which kind of polymer?

A) vulcanized polymer
B) addition polymer
C) condensation polymer
D) branched polymer
E) polyester polymer

Question 79

A protein is

A) a polysaccharide.
B) a polymer of amino acid units.
C) a saturated ester of glycerol.
D) one of the units composing a nucleic acid.
E) an aromatic hydrocarbon with a fused ring structure.

Question 80

When C₄H₈ is treated with water and H₂SO₄, a tertiary alcohol is produced. Which of the following structures could represent C₄H₈ in this reaction?

A) CH₃CH₂CH = CH₂
B) CH₃CH = CHCH₃
C)
D) CH₃CH₂CH₂CH₃
E) none of these