Module 3 Problem Set_ Principles of Organic Chemistry with Lab-2021-Gallaher

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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 1/16 Module 3 Problem Set Due No due date Points 10 Questions 16 Time Limit None Attempt History Attempt Time Score LATEST Attempt 1 1,786 minutes 10 out of 10 Score for this quiz: 10 out of 10 Submitted Oct 20 at 12:54am This attempt took 1,786 minutes. Not yet graded / 0 pts Question 1 Your Answer: Define the term “chirality”. the concept of “handedness” in an object. Answer: “Chirality” is the concept of “handedness” in an object. That is, certain objects, chiral objects, can exist in two forms that are mirror images of one another, yet are not interchangeable, like a left- and right-handed glove. In terms of organic chemistry, a molecule is chiral when it is non-superimposable on its own mirror image. 0 / 0 pts Question 2
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 2/16 Answer 1: Answer 2: Answer 3: Answer 4: Characterize each of the following objects as being chiral or achiral. a. Golf Club chiral b. Teacup achiral c. Football achiral d. Corkscrew achiral e. Tennis Racket achiral f. Shoe chiral g. Pencil achiral Chiral Correct! Correct! Achiral Correct! Correct! Achiral Correct! Correct! achiral ou Answered ou Answered
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 3/16 Answer 5: Answer 6: Answer 7: Chiral orrect Answer orrect Answer Achiral Correct! Correct! Chiral Correct! Correct! Achiral Correct! Correct! 0 / 0 pts Question 3 Match each of the following terms to its correct description. Constitutional Isomers Stereoisomers that are ou Answered ou Answered Different compounds with the same molecular formula caused by differences in the connectivity between atoms. Correct Answer Correct Answer Stereoisomers Different compounds w Correct! Correct! Enantiomer Different compounds w ou Answered ou Answered
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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 4/16 Stereoisomers that are non- superimposable mirror images of one another. Correct Answer Correct Answer Diastereomer Stereoisomers that are Correct! Correct! Not yet graded / 0 pts Question 4 Your Answer: Draw each of the following structures on a piece of paper. Identify any stereocenters in each by indicating the carbon number corresponding to a stereocenter. If there are no stereocenters in a compound, state “none”: a. 2,2-dichloropropane b. 1,2-dichlorobutane c. 2-methylhexane a: 1 (2) b: none c: 4 (2,3,4,5)
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 5/16 Answer: 0 / 0 pts Question 5 For each of the following, indicate if the indicated carbon would be a stereocenter (“yes”) or not (“no”). 1 no 2 yes 3 yes 4 no
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 6/16 Answer 1: Answer 2: Answer 3: Answer 4: Answer 5: 5 no 6 no 7 no 8 no 9 yes 10 no 11 yes no Correct! Correct! yes Correct! Correct! yes ou Answered ou Answered no orrect Answer orrect Answer no Correct! Correct!
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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 7/16 Answer 6: Answer 7: Answer 8: Answer 9: Answer 10: Answer 11: no ou Answered ou Answered yes orrect Answer orrect Answer no ou Answered ou Answered yes orrect Answer orrect Answer no Correct! Correct! no Correct! Correct! yes ou Answered ou Answered no orrect Answer orrect Answer no Correct! Correct! yes ou Answered ou Answered no orrect Answer orrect Answer Not yet graded / 0 pts Question 6 For the following molecules:
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 8/16 Your Answer: i. Determine the maximum number of stereoisomers that could exist for each. ii. Explain how you arrived at the answer for each in part “a” above. a. none b. yes at 2, yes ,yes at 2 c. yes at one, yes at 4 Answer: i. a. = 2, b. = 4, c. = 1 ii. Apply the formula 2 , where “n” is the number of stereocenters present in the molecule. n Not yet graded / 0 pts Question 7 The following molecule is chiral. Answer the questions that follow. a. What is the IUPAC name of this molecule? b. What carbon number is a stereocenter?
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 9/16 Your Answer: c. What are the four different groups attached to the stereocenter? d. What is the maximum number of stereoisomers that could exist for this molecule? a. 3-ethylheptane b. 3 c. three carbons, and one hydrogen d. 5 Answer: a. 3-methylheptane b. 3 c. Hydrogen, methyl, ethyl, and butyl d. 2 (one stereocenter) 0 / 0 pts Question 8 Assign a priority order ( 1-4 ; 1 is greatest priority ) to the following four groups for the purposes of determining R and S configurations at a stereocenter. i) Group “A” Group “B” Group “C” Group -CH -CH(CH ) -H -NH Priority 3 2 4 1 3 3 2 2
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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 10/16 Answer 1: Answer 2: Answer 3: Answer 4: Answer 5: Answer 6: Answer 7: Answer 8: ii) -OH -F CH -CH O Priority 3 1 4 2 3 2 3 Correct! Correct! 2 Correct! Correct! 4 Correct! Correct! 1 Correct! Correct! 3 ou Answered ou Answered 2 orrect Answer orrect Answer 1 Correct! Correct! 4 Correct! Correct! 2 ou Answered ou Answered 3 orrect Answer orrect Answer
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 11/16 Not yet graded / 0 pts Question 9 Your Answer: Based on the direction of twist of the following groups, assign an R or S orientation. a: s b: r c: s Answer: Not yet graded / 0 pts Question 10
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 12/16 Your Answer: Assign an R/S configuration for the following molecule: r Answer: The molecule is in the “R” configuration. It is (1R)-1-bromo-1- chloroethane. Not yet graded / 0 pts Question 11 The Fischer projection formula of the molecule glucose (blood sugar) is shown below.
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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 13/16 Your Answer: a. How many stereocenters are present in the glucose molecule? b. What is the maximum number of stereoisomers that could exist for this sugar? a. 4 b. 16 Answer: a. Four stereocenters. b. 2 (n =4) = 2 = 16 stereoisomers. n 4 Not yet graded / 0 pts Question 12 Your Answer: The possible stereoisomers of tartaric acid are shown below as Fischer projections. Answer the following questions: a. Which stereoisomers (if any) represent pairs of enantiomers ? (list all the pairings that apply) b. Which stereoisomers (if any) represent pairs of diastereomers ? (list all the pairings that apply) c. Which stereoisomers (if any) represent a meso compound ?
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 14/16 a: A, D b: A, D c: B, C Answer: a. A pair of enantiomers is represented by structures A and D. They are non-superimposable mirror images of one another. b. Pairs of diastereomers are represented by A/B, A/C, B/D, C/D. These are stereoisomers that are NOT mirror images of one another. c. A meso compound is represented by structure B (or C). There is an internal mirror plane of symmetry that results in B being superimposable on (identical to) its own mirror image (C). Not yet graded / 0 pts Question 13 Your Answer: For each of the following molecules, determine if the C=C is in the “E” or “Z” configuration. A: Z B: E
12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 15/16 Answer: A. = “Z” configuration B. = “E” configuration Not yet graded / 0 pts Question 14 Your Answer: Define the term meso compound . A meso compound is a molecule that contains stereocenters but is superimposable on its own mirror image. Answer: A meso compound is a molecule that contains stereocenters but is superimposable on its own mirror image. Not yet graded / 0 pts Question 15 Compare the following molecule (shown in the box) to the four possible stereoisomers of tartaric acid. What is the relationship of the boxed molecule to any of the stereoisomers of tartaric acid? Provide a brief explanation for your answer.
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12/14/23, 8:43 PM Module 3 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher https://portagelearning.instructure.com/courses/1430/quizzes/35836?module_item_id=151516 16/16 Your Answer: Enantiomers, same molecule, not superimposable Answer: The molecule shown in the box is a constitutional isomer of any of the stereoisomers of tartaric acid. The atoms are connected differently in the molecule shown in the box than in tartaric acid. The boxed molecule is 2,2-dihydroxy-1,4-butanedioic acid, while the IUPAC name of tartaric acid is 2,3-dihydroxy-1,4-butanedioic acid. Not yet graded / 10 pts Question 16 Your Answer: As a reminder, the questions in this review quiz are a requirement of the course and the best way to prepare for the module exam. Did you complete all questions in their entirety? Yes Quiz Score: 10 out of 10 This quiz score has been manually adjusted by +10.0 points.