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

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.

Answer 2

All of these would form equal amounts.

Question 3

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

Answer 3

1-methyl-cyclobutene

Question 4

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 5

Combustion reactions are substitution reactions with oxygen.

Question 6

1-Propene undergoes hydrogenation. The product of this is

A)Methane.
B)Ethane.
C)2-propane.
D)Propane.
E)None of these

Question 7

Name the following:

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

Question 8

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 9

A student gave a molecule the following name: 2-ethyl-3-methyl-5-isopropylhexane
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) 3,4,6,7-tetramethyloctane
B) 3,4-dimethyl-6-isopropylheptane
C) 1,2-diethyl-3,6,7-trimethylheptane
D) 2,3,5,6-tetramethyloctane
E) 2-isopropyl-4,5-dimethylheptane

Question 10

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

Question 11

The product of ethane undergoing dehydrogenation is called

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

Question 12

Which of the following names is a correct one?

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

Question 13

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 14

How many structural isomers does pentane have?

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

Question 15

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 16

How many isomers of C₄H₁₀ are there?

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

Question 17

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 18

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 19

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 20

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 21

Which of the following is known as rubbing alcohol?

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

Question 22

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 23

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 24

The oxidation of secondary alcohols results in

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

Question 25

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

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

Question 26

How many different possible tetramethylbenzenes exist?

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

Question 27

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 28

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

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

Question 29

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 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 $\pi$ bonds.
E) none of these

Question 31

Which of the following is known as wood alcohol?

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

Question 32

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 33

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 34

Which of the following compounds can exhibit geometric isomerism?

A)
B)
C)
D)
E)

Question 35

How many of the following molecules exist?
I.Methene
II.Cycloethane
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

The common name for 2-propanol is

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

Question 38

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

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

Question 39

Which of the following is an incorrect name?

A) ethylene
B) propyne
C) trans-1,2-dichloropropene
D) 1,1-dichloropropane
E) cis-1,2-dichloropropane

Question 40

How many structural and geometric isomers are there of chloropropene?

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

Question 41

Classify the following molecule:

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

Question 42

Identify the type of organic compound shown:

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

Question 43

Name the following:

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

Question 44

Name the following:

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

Question 45

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 46

Which structure represents an optically active aldehyde?

A)
B)
C)
D)
E)

Question 47

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 48

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

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

Question 49

Identify the type of organic compound shown:

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

Question 50

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 51

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 52

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 53

Classify the following molecule:

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

Question 54

Classify the following molecule:

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

Question 55

Name the following:

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

Question 56

Classify the following molecule:

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

Question 57

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

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

Question 58

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 59

Oxidation of 2-methyl-1-butanol could yield

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

Question 60

Identify the secondary amine.

A)
B) CH₃CH₂NH₂
C) (CH₃)₂NCH₂CH₃
D) (CH₃)₂NH
E) NH₃

Question 61

Pick the optically active molecule among the following:

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

Question 62

Teflon is an example of a

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

Question 63

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 64

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 65

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 66

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 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 is optically active (that is, chiral)?

A) 2-chloropropane
B) 1-bromohexane
C) 2-chlorobutane
D) difluoromethane
E) dimethylamine

Question 69

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

Question 70

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

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

Question 71

Which of the following molecules exhibits chirality?

A) CH₃NH₂
B) CH₂Cl₂
C) CH₃CH₂OCH₃
D)
E) CH₃CClFOH

Question 72

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 73

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 74

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 75

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 76

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 77

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 78

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 79

Aspirin is formed via a(n) __________ reaction.

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

Question 80

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