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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 0 out of 10 * Score for this quiz: 0 out of 10 * Submitted Oct 20 at 12:54am This attempt took 1,786 minutes. Question 1^ Not yet graded^ / 0^ pts 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. Question 2^0 / 0^ pts
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 Correct!Correct! Chiral Correct!Correct! Achiral Correct!Correct! Achiral You AnsweredYou Answered achiral orrect Answerorrect Answer Chiral
Correct!Correct! Diastereomer (^) Stereoisomers that are n Question 4^ Not yet graded^ / 0^ pts 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) Answer: Question 5^0 / 0^ pts
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 5 no 6 no 7 no 8 no 9 yes
Answer 9: Answer 10: Answer 11: You AnsweredYou Answered yes orrect Answerorrect Answer no Correct!Correct! no You AnsweredYou Answered yes orrect Answerorrect Answer no Question 6^ Not yet graded^ / 0^ pts Your Answer: For the following molecules: 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 Question 7^ Not yet graded^ / 0^ pts Your Answer: 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? 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 3: Answer 4: Answer 5: Answer 6: Answer 7: Answer 8: Correct!Correct! 4 Correct!Correct! 1 You AnsweredYou Answered 3 orrect Answerorrect Answer 2 Correct!Correct! 1 Correct!Correct! 4 You AnsweredYou Answered 2 orrect Answerorrect Answer 3 Question 9^ Not yet graded^ / 0^ pts 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: Question 10^ Not yet graded^ / 0^ pts Your Answer: Assign an R/S configuration for the following molecule: r
Answer: a. Four stereocenters. b. 2 n^ (n =4) = 2 4 = 16 stereoisomers. Question 12^ Not yet graded^ / 0^ pts 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? 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). Question 13^ Not yet graded^ / 0^ pts Your Answer: For each of the following molecules, determine if the C=C is in the “E” or “Z” configuration. A: Z B: E Answer: A. = “Z” configuration B. = “E” configuration
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. Question 16^ Not yet graded^ / 10^ pts 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: 0 out of 10
