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Question: 1. Rank the following sets of substituents: (1-highest; 4-lowest) a. -H, -OH, -CH,CH, -CH,CH,OH b. -cl, -CH, -CH,CH, -H с. -со,н, - со,сH, -сн,он, -он

Question: 1. Rank the following sets of substituents: (1-highest; 4-lowest) a. -H, -OH, -CH,CH, -CH,CH,OH b. -cl, -CH, -CH,CH, -H с. -со,н, - со,сH, -сн,он, -он

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Model 4: Absolute Configuration of Chiral Compounds Chiral centers have two different forms, a right-handed (R) and left-handed (S) form which are mirror images of each other but are not exactly alike. The Ror 5 assignment is called the absolute configuration of that chiral center. To determine the absolute configuration of a chiral center using a model: 1. Rank the four groups attached to the chiral center according to Cahn-Ingold-Prelog sequence rules. Assign 1 to the highest priority and 4 to the lowest priority. 2. Orient the molecule or model so that the lowest ranking (4) points directly back, away from you. 3. Look at the three remaining substituents, which now appear to radiate towards you. If the curved arrow drawn from the highest to second-highest to third-highest ranked substituent (10203) is clockwise, we say that the chirality center has the R configuration. If an arrow from 10203 is counter clockwise, the chirality center has the s configuration. To remember these assignments, think of a car's steering wheel when making a Right (clockwise) turn. Mirror Reorient ke this Reorient like this Sconfiguration (Right turn of steering wheel Rconfiguration (Left turn of steering wheel) Image taken from McMurry Question: 1. Rank the following sets of substituents: (1-highest; 4-lowest) а. —Н, -он, -сH.CH, -сH,сH,он b. -cl, -CH, -CH.CH, -H c. -co,H, - CO.CH, -CH;OH, –OH 2. Make a model of 2-bromo-2-chlorobutane. a. what carbon is the chiral center? b. Rank the substituents of chiral center according to Cahn-Ingold-Prelog sequence rules. c. Assign R or s configuration to the chiral center. Use the instructions in Model 4. Draw the compound. Use wedges and dashes. d. Draw the mirror image of the Qzc. 3. If you are asked to assign R or S configuration without using a model, the following steps are to be used.
Transcribed Image Text:Model 4: Absolute Configuration of Chiral Compounds Chiral centers have two different forms, a right-handed (R) and left-handed (S) form which are mirror images of each other but are not exactly alike. The Ror 5 assignment is called the absolute configuration of that chiral center. To determine the absolute configuration of a chiral center using a model: 1. Rank the four groups attached to the chiral center according to Cahn-Ingold-Prelog sequence rules. Assign 1 to the highest priority and 4 to the lowest priority. 2. Orient the molecule or model so that the lowest ranking (4) points directly back, away from you. 3. Look at the three remaining substituents, which now appear to radiate towards you. If the curved arrow drawn from the highest to second-highest to third-highest ranked substituent (10203) is clockwise, we say that the chirality center has the R configuration. If an arrow from 10203 is counter clockwise, the chirality center has the s configuration. To remember these assignments, think of a car's steering wheel when making a Right (clockwise) turn. Mirror Reorient ke this Reorient like this Sconfiguration (Right turn of steering wheel Rconfiguration (Left turn of steering wheel) Image taken from McMurry Question: 1. Rank the following sets of substituents: (1-highest; 4-lowest) а. —Н, -он, -сH.CH, -сH,сH,он b. -cl, -CH, -CH.CH, -H c. -co,H, - CO.CH, -CH;OH, –OH 2. Make a model of 2-bromo-2-chlorobutane. a. what carbon is the chiral center? b. Rank the substituents of chiral center according to Cahn-Ingold-Prelog sequence rules. c. Assign R or s configuration to the chiral center. Use the instructions in Model 4. Draw the compound. Use wedges and dashes. d. Draw the mirror image of the Qzc. 3. If you are asked to assign R or S configuration without using a model, the following steps are to be used.
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