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24. Determine whether the following reaction proceeds via an SN1 or an SN2 mechanism and product(s) of the reaction Br .? NaSH DMSO

24. Determine whether the following reaction proceeds via an SN1 or an SN2 mechanism and product(s) of the reaction Br .? NaSH DMSO

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
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24. Determine whether the following reaction proceeds via an SN1 or an SN2 mechanism and product(s) of the reaction Br NaSH DMSO
Transcribed Image Text:24. Determine whether the following reaction proceeds via an SN1 or an SN2 mechanism and product(s) of the reaction Br NaSH DMSO
Important notes: Leaving group comparison Acid pK, Conjugate base Strongest acid Most stable base I-H - 11 Br-H -9 CI-H -7 Good leaving groups -3 HO H 15.7 HO 16 Bad leaving Xo groups 18 38 Weakest H Least stable H acid base Summary of Factors Affecting Sn2 and Sn1 Mechanisms Table 7.3 summarizes what we have learned in this section about the four factors that affect SN2 and SN1 processes. Now let's get some practice analyzing all four factors: TABLE 7.3 FACTORS THAT FAVOR SN2 AND SN1 PROCESSES FAVORS SN2 FAVORS SN1 FACTOR Substrate Methyl or primary Tertiary Nucleophile Strong nucleophile Weak nucleophile Leaving group Good leaving group Excellent leaving group Solvent Polar aprotic Protic
Transcribed Image Text:Important notes: Leaving group comparison Acid pK, Conjugate base Strongest acid Most stable base I-H - 11 Br-H -9 CI-H -7 Good leaving groups -3 HO H 15.7 HO 16 Bad leaving Xo groups 18 38 Weakest H Least stable H acid base Summary of Factors Affecting Sn2 and Sn1 Mechanisms Table 7.3 summarizes what we have learned in this section about the four factors that affect SN2 and SN1 processes. Now let's get some practice analyzing all four factors: TABLE 7.3 FACTORS THAT FAVOR SN2 AND SN1 PROCESSES FAVORS SN2 FAVORS SN1 FACTOR Substrate Methyl or primary Tertiary Nucleophile Strong nucleophile Weak nucleophile Leaving group Good leaving group Excellent leaving group Solvent Polar aprotic Protic
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