Organic Chemistry I Exam
Materials
Course Introduction
Organic Chemistry I introduces students to the fundamental principles of organic chemistry, emphasizing the structure, properties, and reactivity of carbon-containing compounds. Topics covered include bonding and molecular structure, nomenclature, stereochemistry, and an exploration of functional groups such as alkanes, alkenes, alkynes, and alkyl halides. Students will learn essential concepts of reaction mechanisms, including nucleophilic substitution and elimination, while developing skills in interpreting spectroscopic data. The course lays the groundwork for advanced studies in chemistry and related fields, fostering a deeper understanding of the molecular basis of organic reactions and their significance in biological and industrial contexts.
Recommended Textbook
Organic Chemistry 3rd Edition by David R. Klein
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Chapter 1: A Review of General Chemistry: Electrons, Bonds, and
Molecular Properties
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Sample Questions
Q1) Draw three constitutional isomers that have molecular formula C<sub>4</sub>H<sub>8</sub>O.
Answer: 11ea894b_ac39_c1b4_bba7_65bf2b2a5852_TB4454_00_TB4454_00 There are additional correct answers
Q2) According to molecular orbital theory the highest energy molecular orbital that is occupied with an electron is referred to as _____.
A) degenerate
B) antibonding
C) the LCAO
D) the LUMO
E) the HOMO
Answer: E
Q3) Identify the compound with the longest carbon - nitrogen bond.
A) CH<sub>3</sub>CH<sub>2</sub>CH=NH
B) CH<sub>3</sub>CH<sub>2</sub>NH<sub>2</sub>
C) CH<sub>3</sub>CH<sub>2</sub>C N
D) The length of the carbon-nitrogen bonds are the same
Answer: B
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Chapter 2: Molecular Representations
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Sample Questions
Q1) Draw the Lewis structure for CH<sub>3</sub>C C(CH<sub>2</sub>)<sub>3</sub>C(CH<sub>3</sub>)<sub>3</sub>.
Answer: 11ea894b_ac55_adb9_bba7_b731aff568d8_TB4454_00_TB4454_00
Q2) Draw the resonance hybrid of C<sub>6</sub>H<sub>6</sub>.
Answer: 11ea894b_ac68_7222_bba7_55525f20a2a7_TB4454_00_TB4454_00
Q3) Draw the Lewis structure for (CH<sub>3</sub>)<sub>3</sub>C(CH<sub>2</sub>)<sub>2</sub>OCH(CH<sub>2</sub> CH<sub>3</sub>)<sub>2</sub>.
Answer: 11ea894b_ac55_d4ca_bba7_bfadc8d364ce_TB4454_00_TB4454_00
Q4) Draw significant resonance structures for N<sub>2</sub>O. Which of these is/are the most significant resonance structure(s)? Explain why.
Answer: 11ea894b_ac67_fced_bba7_874e270dd498_TB4454_00_TB4454_00
Resonance structure III is most significant, because the more electronegative oxygen atom carries a negative formal charge.
Q5) Draw a bond-line structure for CH<sub>3</sub>C C(CH<sub>2</sub>)<sub>3</sub>C(CH<sub>3</sub>)<sub>2</sub>C H<sub>2</sub>OCH<sub>3</sub>.
Answer: 11ea894b_ac59_f396_bba7_81bf1cc783ac_TB4454_00_TB4454_00
Q6) Draw the resonance hybrid of CH<sub>2</sub>CHCHCHCH<sub>2</sub><sup>+</sup>.
Answer: 11ea894b_ac68_7223_bba7_ffc309680577_TB4454_00_TB4454_00
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Chapter 3: Acids and Bases
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Sample Questions
Q1) In a Brønsted-Lowry acid-base reaction, the products are _______.
A) Brønsted-Lowry acid and Brønsted-Lowry base
B) Brønsted-Lowry acid and conjugate base
C) Brønsted-Lowry base and conjugate acid
D) conjugate acid and conjugate base
E) Brønsted-Lowry acid and conjugate acid
Answer: D
Q2) A gain of proton by a Brønsted-Lowry base results in a ___.
A) Lewis acid
B) conjugate acid
C) conjugate base
D) conjugate acid-base pair
E) None of these
Answer: B
Q3) Identify a Brønsted-Lowry base.
A) proton acceptor
B) proton donor
C) species remaining after acid is deprotonated
D) species remaining after base is protonated
Answer: A
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Chapter 4: Alkanes and Cycloalkanes
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Sample Questions
Q1) Draw an energy diagram for the conformational analysis of propane.
Q2) What is the structure of 1-cyclopropyl-3-methylcyclopentane?
Q3) Identify the size of the hydrocarbon that is used in jet fuel.
A) C<sub>1</sub> - C<sub>4</sub>
B) C<sub>5</sub> - C<sub>12</sub>
C) C<sub>12</sub> - C<sub>18</sub>
D) C<sub>12</sub> and higher
Q4) What is the structure of 3-ethyl-2,4,6-trimethyloctane?
Q5) What is the structure of an isopropyl group?
Q6) Identify the size of the hydrocarbon that is used in asphalt.
A) C<sub>1</sub> - C<sub>4</sub>
B) C<sub>5</sub> - C<sub>12</sub>
C) C<sub>12</sub> - C<sub>18</sub>
D) C<sub>12</sub> and higher
Q7) Draw a chair conformation of cyclohexane showing all of the equatorial H's.
Q8) Draw a chair conformation of methylcyclohexane.
Q9) Draw the most stable conformation of trans-1,4-diethylcyclohexane.
Page 6
Q10) What is the eclipsing cost of Br and H if the energy difference between the staggered and eclipsed conformations of bromoethane is 13 kJ/mol?
Q11) What is the structure of [2.2.2]bicyclooctane?
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Chapter 5: Stereoisomerism
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Sample Questions
Q1) When a racemic mixture is reacted with a single enantiomer of another compound, then a pair of _________ is formed.
A) identical compounds
B) enantiomers
C) diastereomers
D) none of the above
Q2) Draw the structure of the compound (S)-3-methylheptane.
Q3) What is the specific rotation of pure (S)-carvone if a sample of (R)-carvone of 85% ee has a specific rotation of 52?
A) 61
B) 64
C) 0
D) 61
Q4) Draw all possible stereoisomers of 1,3,5-trimethylcyclohexane.
Q5) What is the percentage of the R enantiomer in a sample of limonene that has a specific rotation of 38, given that the specific rotation of (S)-limonene is 116?
Q6) Draw the structure of the compound (R)-4-ethyloctane.
Q7) How many stereoisomers are possible for 2,3-dimethylbutane?
Q8) Draw all the isomers with molecular formula C<sub>4</sub>H<sub>6</sub>.
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Chapter 6: Chemical Reactivity and Mechanisms
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Sample Questions
Q1) Draw an energy diagram for an endothermic reaction with two steps.
Q2) In a heterolytic bond cleavage, ____ are formed.
A) ions
B) radicals
C) only cations
D) only anions
Q3) Which of the following indicates a reaction with a positive G?
A) endergonic, spontaneous
B) endergonic, not spontaneous
C) exergonic, spontaneous
D) exergonic, not spontaneous
Q4) What is the effect of a catalyst on a reaction?
A) It increases the rate.
B) It decreases the entropy.
C) It changes the equilibrium.
D) It makes the products more stable.
Q5) Does a reaction with a positive S and a negative H favor reactants or products?
Q6) Does a reaction with a positive G favor reactants or products?
Q7) Does a reaction with a value of 0 for G favor reactants or products?
Page 9
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Chapter 7: Alkyl Halides: Nucleophilic Substitution and Elimination
Reactions
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Sample Questions
Q1) Which of the following is a secondary alkyl halide?
A) (CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>Cl
B) (CH<sub>3</sub>)<sub>2</sub>CClCH<sub>2</sub>CH<sub>3</sub>
C) (CH<sub>3</sub>)<sub>2</sub>CHCHClCH<sub>3</sub>
D)
(CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>CCl(CH<sub>3</sub>)<sub>2</sub>
Q2) Which of the following is a weakest nucleophile in a polar protic solvent?
A) F<sup>-</sup>
B) Cl<sup>-</sup>
C) Br<sup>-</sup>
D) I<sup>-</sup>
E) All of these
Q3) Provide the structure for 1-chloro-4-isopropylheptane.
Q4) Which pattern of arrow pushing is associated with the first step in any dehydration reaction?
Q5) Draw the Z isomer of 3,4-dimethyl-3-hexene.
Q6) Which of the following is a tertiary alkyl halide?
A) 1-Bromo-2-methylpropane
B) 2-Bromopropane
C) 1-Bromobutane
D) 2-Bromo-2-methylpropane
Page 10
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Chapter 8: Addition Reactions of Alkenes
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Sample Questions
Q1) In the addition reaction of HI to 2-methyl-2-butene, what is the first step?
A) attack of 2-methyl-2-butene initiated by an iodide ion
B) attack of 2-methyl-2-butene initiated by an iodine atom
C) isomerization of 2-iodo-2-methylbutene
D) formation of a carbocation at carbon two (C-2)
E) formation of carbocation at carbon three (C-3)
Q2) How many moles of hydrogen are required to completely reduce 1 mole of cis-2,3,3-trimethylhepta-1,5-diene?
A) 0
B) 1
C) 2
D) 3
E) 4
Q3) Identify the expected first intermediate formed during a halohydrin reaction.
A) a halonium ion.
B) the most stable carbocation with OH on the adjacent carbon.
C) the most stable carbocation with X on the adjacent carbon.
D) a cyclic oxonium ion.
E) the most stable carbanion.
Q4) The alkene precursor to acetone is __________.
Page 12
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Chapter 9: Alkynes
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Sample Questions
Q1) Which of the following statements is true about propyne, H-C C-CH<sub>3</sub>?
A) It contains a total of three sigma bonds.
B) It contains a total of three pi bonds.
C) The H-C C bond angle is about 109.5°.
D) The C C-C bond angle is 180°.
E) All carbon-carbon bonds are of equal length.
Q2) What is the expected major organic product from the treatment of 4-methyl-2-pentyne with excess hydrogen in the presence of a platinum catalyst?
Q3) Provide the systematic IUPAC name for the molecule below: (CH<sub>3</sub>)<sub>3</sub>CCH<sub>2</sub>C CCH<sub>2</sub>CH(CH<sub>3</su b>)CH<sub>2</sub>CH<sub>3</sub>
A) 2,7,7-trimethyl-5-nonyne
B) 2-ethyl-7,7-dimethyl-4-octyne
C) 2,2,7-trimethyl-4-nonyne
D) 7-ethyl-2,2-trimethyl-4-octyne
E) 6-undecyne
Q4) Draw all of the constitutionally isomeric alkynes with molecular formula C<sub>5</sub>H<sub>8</sub>.
Q5) Describe the shape for acetylene.
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Chapter 10: Radical Reactions
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Sample Questions
Q1) Upon treatment with NBS and irradiation with UV light, 2-methyl-2-butene reacts to produce exactly six monobrominated compounds. Draw the products of this reaction.
Q2) Both compounds A and B have molecular formula C<sub>6</sub>H<sub>14</sub>.
Monochlorination of compound A results in the formation of two constitutional isomers. Monochlorination of compound B results in the formation of four constitutional isomers. Identify compounds A and B, and show the products of each monochlorination.
Q3) Predict the major product obtained upon radical bromination of t-butylcyclohexane.
A) 1-bromo-1-tert-butylcyclohexane
B) 2-bromo-1-tert-butylcyclohexane
C) 3-bromo-1-tert-butylcyclohexane
D) 4-bromo-1-tert-butylcyclohexane
E) 1-bromo-1,1-dimethylethylcyclohexane
Q4) Upon treatment with NBS and irradiation with UV light, 2-isopropyl-3-methyl-1-butene reacts to produce exactly two monobrominated compounds. Draw the products of this reaction.
Q5) Give arrows to show a homolytic bond cleavage of ethane to produce two methyl radicals.
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Chapter 11: Synthesis
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Sample Questions
Q1) Identify the statement that is not part of Green Chemistry.
A) Maximize atom economy.
B) Use safer solvents.
C) Prevent waste.
D) Run all reactions faster with high heat.
E) Use less hazardous reagents.
Q2) Starting with a primary alkyl bromide, which of the following results in an overall decrease in the length of the carbon skeleton by one carbon?
A) substitute bromide with acetylide, then cleave the triple bond
B) substitute bromide with acetylide, then reduce the alkyne to an alkene
C) substitute bromide with methoxide
D) eliminate hydrogen bromide to produce an alkene, then cleave the double bond
Q3) Which of the following sequences converts 3-methyl-1-pentene into 3-bromo-3-methylpentane?
A) 1. Br<sub>2</sub>; 2. NaOH; 3. HBr
B) 1. Br<sub>2</sub>, h\(\upsilon\); 2. H<sub>2</sub>, Pt
C) 1. H<sub>2</sub>, Pt; 2. Br<sub>2</sub>, h\(\upsilon\)
D) 1. NBS, h\(\upsilon\); 2. H<sub>2</sub>, Pt
E) 1. HBr, ROOR; 2. NaOH; 3. HBr
Q4) Most synthesis problems will have _________ (one, many) correct answers.
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Chapter 12: Alcohols and Phenols
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Sample Questions
Q1) Provide the reagents necessary to convert 3-methyl-2-butanol to 2-bromo-3-methylbutane.
A) conc. HBr
B) Br<sub>2</sub>
C) NaBr, H<sub>2</sub>SO<sub>4</sub>
D) PBr<sub>3</sub>
E) HBr, peroxide
Q2) Identify wood alcohol.
A) methanol
B) 2-propanol
C) ethanol
D) 1-butanol
E) 1-propanol
Q3) What is the IUPAC name for isobutyl alcohol?
A) 2-methyl-1-propanol
B) 2-methyl-1-butanol
C) 1-methyl-1-propanol
D) 1,1-dimethyl-1-ethanol
E) 3-methyl-1-propanol
Q4) Nature's catalysts are called ________.
Page 16
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Chapter 13: Ethers and Epoxides; Thiols and Sulfides
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Sample Questions
Q1) Explain why long-term storage of ethers can be dangerous.
Q2) Which of the following crown ether solvates sodium ions?
A) 12-crown-5
B) 12-crown-4
C) 15-crown-5
D) 18-crown-6
E) none of these
Q3) What is the IUPAC name for CH<sub>3</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH <sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub>?
A) 1,4-ethoxyoctane
B) diethoxy butyl ether
C) 1,2-diethoxymethane
D) 1,2-diethoxyhexane
E) 1,4-diethoxybutane
Q4) Which one of the following compounds will have the highest boiling point?
A) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>
B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH
C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>
D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
E) CH<sub>3</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub>
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Chapter 14: Infrared Spectroscopy and Mass Spectrometry
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Sample Questions
Q1) Which of the following will produce M<sup>+</sup> and (M+2)<sup>+</sup> peaks of equal intensity?
A) nitrogen
B) chlorine
C) bromine
D) oxygen
E) B and C
Q2) Which of the following is expected to be the base peak in the mass spectrum of CH<sub>3</sub>(CH<sub>2</sub>)<sub>4</sub>OH?
A) 88
B) 55
C) 42
D) 31
E) none of these
Q3) Mass spectrometry is primarily used to determine:
A) molecular formula of a compound
B) molecular weight of a compound
C) conjugation in a compound
D) A and B
E) A and C
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Chapter 15: Nuclear Magnetic Resonance Spectroscopy
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Sample Questions
Q1) NMR is an abbreviation for ____________ ____________ __________.
Q2) Which of the following nuclei cannot be analyzed by an NMR spectrometer?
A) nucleus with odd number of protons & odd number of neutrons
B) nucleus with odd number of protons &even number of neutrons
C) nucleus with even number of protons & odd number of neutrons
D) nucleus with even number of protons & even number of neutrons
E) none of these
Q3) Draw a structure, with a formula of C<sub>5</sub>H<sub>13</sub>N, which has an integration of 9H, 3H, 1H.
Q4) In an NMR spectrometer, the receiver coil records a complex signal, called a ________________, which is converted into a spectrum via a mathematical technique called a ____________________.
Q5) Propose a structure for a compound, with molecular formula C<sub>8</sub>H<sub>14</sub>O<sub>3</sub>, that fits the following spectroscopic data:
IR: 1820cm<sup>-1</sup>, 1760cm<sup>-1</sup> <sup>1</sup>H NMR: 1.0 \(\delta\) (triplet, 6H), 1.6 \(\delta\) (sextet, 4H), 2.2 \(\delta\) (triplet, 4H)
Q6) List the most common nuclei that are used in NMR.
Page 19
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Chapter 16: Conjugated Pi Systems and Pericyclic Reactions
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Q1) Dienes with \(\pi\) bonds separated by two or more bonds are classified as
A) isolated
B) cumulated
C) skipped
D) conjugated
E) none of these
Q2) Which one of the following dienes is least stable?
A) CH<sub>3</sub>CH=CHCH=CHCH<sub>3</sub>
B) CH<sub>3</sub>CH=CHCH<sub>2</sub>CH=CH<sub>2</sub>
C) CH<sub>2</sub>=CHCH<sub>2</sub>CH<sub>2</sub>CH=CH<sub>2</sub>
D) CH<sub>2</sub>=CHCH(CH<sub>3</sub>)CH=CH<sub>2</sub>
E) CH<sub>3</sub>CH=C=CHCH<sub>2</sub>CH<sub>3</sub>
Q3) Which of the following compounds has the longest \(\lambda\)<sub>max</sub>?
A) (E )-2-pentene
B) (Z)-2-pentene
C) 1-pentene
D) 1,3-hexadiene
E) 1,3,5-hexatriene
Q4) Identify the light-sensitive compound in rods.
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Chapter 17: Aromatic Compounds
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Q1) Identify the functional group in styrene.
A) ether
B) alkene
C) carboxylic acid
D) aldehyde
E) ketone
Q2) Which of the following is another name for 4-chlorobenzaldehyde?
A) o-chlorobenzaldehyde
B) m-chlorobenzaldehyde
C) p-chlorobenzaldehyde
D) styrene
E) 1-chlorobenzaldehyde
Q3) Provide the reagents necessary to convert ethylbenzene to styrene.
Q4) Which of the following describes the current view of the two Kekulé structures for benzene?
A) they are both correct structures for benzene
B) the two structures are in equilibrium
C) the two structures adequately describe benzene
D) benzene is a resonance hybrid of the two structures
E) None of the above
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Chapter 18: Aromatic Substitution Reactions
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Q1) Which one of the following substituents will not direct the incoming group to the meta position during electrophilic aromatic substitution?
A) -NO<sub>2</sub>
B) -C\(\equiv\)N
C) -OCH<sub>3</sub>
D) -COOH
E) all of these
Q2) Provide the reagents necessary to prepare 1-bromo-3-isobutylbenzene from benzene.
Q3) Provide a stepwise curved arrow mechanism for the chlorination of benzene in the presence of FeCl<sub>3</sub>.
Q4) Which of the following halides cannot be used for a Friedel-Crafts alkylation reaction?
A) bromobenzene
B) vinylchloride
C) 2-chloropropane
D) chloroethane
E) both A and B
Q5) Give the preferred products from the nitration of bromobenzene.
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Chapter 19: Aldehydes and Ketones
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Q1) Benzaldehyde is less reactive than ethanal towards nucleophilic addition reactions. Explain why using words as well as structural drawings.
Q2) Provide the structure for m-nitroacetophenone.
Q3) A compound with two OH groups attached to the same carbon is known as ______.
A) an acetal
B) a hemiacetal
C) a hydrate
D) a vicinal hydrate
E) none of these
Q4) Which of the following statements is consistent with the mechanism for the nucleophilic addition of aldehydes/ketones under basic conditions?
A) a proton transfer followed by a nucleophilic attack
B) a nucleophilic attack followed by a proton transfer
C) nucleophilic attack is the only step
D) proton transfer is not required
Q5) Suggest a stepwise synthesis for 5-methyl-2-hexanone from 3-methyl-1-bromobutane.
Q6) Suggest a stepwise synthesis for 1-pentanol from butanal.
Q7) Provide the structure for 2,3-dimethyl-2-octen-4-one.
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Chapter 20: Carboxylic Acids and Their Derivatives
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Q1) Provide the structure for benzyl propionate.
Q2) Provide the structure for benzoic ethanoic anhydride.
Q3) Provide the structure for (3S,4S)-3-hydroxy-4-phenylnonanoic acid.
Q4) Provide the structure for cyclopentanecarbonyl chloride.
Q5) Give the IUPAC name for malonic acid.
A) ethanedioic acid
B) propanedioic acid
C) butanedioic acid
D) pentanedioic acid
E) benzoic acid
Q6) Provide the structure for benzoyl chloride.
Q7) Which one of the following is the strongest acid?
A) benzoic acid
B) 4-nitrobenzoic acid
C) 4-ethylbenzoic acid
D) 4-chlorobenzoic acid
E) 4-hydroxybenzoic acid
Q8) Propose a stepwise synthesis for N-propylbutanamide, using 1-proanol and/or carbon dioxide as your only source of carbon and any other reagents necessary.
Q9) Ethanoic acid is commonly known as ________. Page 24
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Chapter 21: Alpha Carbon Chemistry: Enols and Enolates
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Q1) Which cannot be used in a Claisen condensation?
A) two esters, both without alpha hydrogens
B) one ester with an alpha hydrogen and one ester without an alpha hydrogen
C) two esters, both with alpha hydrogens
D) all of these
E) none of these
Q2) How many alpha hydrogens are in 2-pentanone?
A) 1
B) 2
C) 3
D) 4
E) 5
Q3) Which of the following bases will completely convert 1,4-cyclohexanedione into an enolate?
A) sodium hydroxide
B) sodium ethoxide
C) LDA
D) sodium hydride
E) both C and D
Q4) Give the organic by-product in a haloform reaction.
Page 26
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Chapter 22: Amines
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Q1) The ________ reaction is used to prepare primary amines by using potassium phthalimide. This reaction proceeds by a ________ mechanism.
Q2) Predict the major product when pyridine is treated with a mixture of nitric acid and sulfuric acid.
A) 3-nitropyridine
B) 2-nitropyridine
C) 4-nitropyridine
D) 2,3-dinitropyridine
E) 4-aminopyridine
Q3) What is the structure for N,N-diethylaniline?
Q4) A compound with molecular formula C<sub>8</sub>H<sub>19</sub>N exhibits a triplet at \(\delta\) 0.9 (6H), a singlet at \(\delta\) 1.1 (1H), a sextet at \(\delta\) 1.3 (4H), a quintet at \(\delta\) 1.4 (4H) and a triplet at \(\delta\) 2.6 (4H) in its <sup>1</sup>H NMR spectrum. Its IR spectrum shows a medium absorption band near 3400 cm<sup>-1</sup>. Its <sup>13</sup>C NMR spectrum showed peaks at \(\delta\) 13.7, \(\delta\) 20.5, \(\delta\) 30.4 and \(\delta\) 49.2. What is the structure for this compound?
Q5) Provide the reagents necessary to convert (S)-3-methyl-3-phenylpentanoic acid to (S)-3-methyl-3-phenylpentanamine.
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Chapter 23: Introduction to Organometallic Compounds
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Q1) The reaction of a carbene with an alkene to make a cyclopropane commonly goes through which type mechanism?
A) proton transfer
B) loss of leaving group
C) cycloaddition
D) -elimination
Q2) Gillman reagents are intolerant to the presence of what functional group?
A) ketone
B) ester
C) amide
D) All of the functional groups above are compatible with Gilman reagents.
Q3) Which of the following would react fastest in the Corey-Posner/Whitesides-House reaction?
A) cyclohexyl chloride
B) cyclohexyl iodide
C) tert-butyl chloride
D) tert-butyl iodide
Q4) What functional group most typically results when a Grignard Reagent reacts with an acid halide, after aqueous workup?
Q5) Each intermediate in alkene metathesis is formed by _____ cycloaddition
Page 28
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Chapter 24: Carbohydrates
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Q1) Of the possible stereoisomers for fructose, how many are D-isomers?
A) 8
B) 6
C) 10
D) 2
E) 4
Q2) A glycoside is formed from D-glucopyranose by alkylated the -OH attached to _____.
A) C-1
B) C-2
C) C-3
D) C-4
E) C-5
Q3) Predict the product(s) when maltose is treated with NaBH<sub>4</sub>/H<sub>2</sub>O.
Q4) Degradation of synthetic glucose produces _________that is ________.
A) glyceraldehyde, dextrorotatory
B) glyceraldehyde, levorotatory
C) glyceraldehyde, both dextrorotatory and levorotatory
D) none of these
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Chapter 25: Amino Acids, Peptides, and Proteins
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Q1) Which of the following amino acids is the smallest?
A) tyrosine
B) proline
C) leucine
D) tryptophan
E) glycine
Q2) Separation of amino acids using electrophoresis is mainly based on ______.
A) differences in the pI values
B) concentration
C) differences in pH values
D) none of these
Q3) How will you prepare phenylalanine using a Hell-Volhard-Zelinski reaction?
Q4) Which of the following fragments are formed when the following peptide is cleaved using chymotrypsin? Gly-Lys-Cys-Phe-Ile-Val-Tyr-Ala-Ser
A) Gly-Lys-Cys, Phe-Ile-Val, Tyr-Ala-Ser
B) Gly-Lys-Cys-Phe, Ile-Val-Tyr, Ala-Ser
C) Gly-Lys-Cys-Phe, Ile-Val, Tyr-Ala-Ser
D) Gly-Lys-Cys, Phe, Ile-Val-Tyr, Ala-Ser
E) Gly-Lys, Cys-Phe, Ile-Val-Tyr-Ala-Ser
Q5) How do enzymes speed up a reaction?
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Chapter 26: Lipids
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Q1) In the presence of molecular oxygen, saturated triglycerides undergo autooxidation to yield hydroperoxides.
A) true
B) false
Q2) How many different structures (including stereoisomers) are possible for a triglyceride that contains one palmitic acid residue, one arachidic acid residue and one stearic acid residue?
A) 3
B) 6
C) 9
D) 12
E) 15
Q3) Which one of the following is a male sex hormone?
A) estrone
B) androsterone
C) cortisone
D) lanosterol
E) progesterone
Q4) Provide the structure of a lecithin that would produce two stearic acid residues on hydrolysis?
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Chapter 27: Synthetic Polymers
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Q1) Which one of the following is the best classification of an amorphous polymer that is flexible?
A) fibers
B) elastomers
C) plasticizers
D) thermoplastics
E) thermosetting resins
Q2) Which one of the following is not a biopolymer?
A) amylopectin
B) DNA
C) glycogen
D) chitin
E) none of these
Q3) Draw a possible segment of syndiotactic polyacrylonitrile.
Q4) Which of the following are examples of chain growth polymerization?
A) radical polymerization
B) cationic polymerization
C) anionic polymerization
D) condensation polymerization
E) A, B and C
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