16. Step 1 Step 2 Step 3 Students in a SCH4U class were examining the reaction between 2-bromo-2-methlypropane and water: (CH3)3CBr (aq) + H₂O → (CH3)3COH (aq) +H* (aq) + Br (aq) Their rate experiments show that the reaction is first order in (CH3)3CBr, but zero order in water. One of the students, Yuek-Fen, presented the following rate mechanism to her class for the above reaction. Determine if the mechanism below is plausible. Explain how you arrived at your decision. (CH3)3CBr (aq) (CH3)3CH* (aq) + H₂O (1)→ (CH3)3COH₂ (aq) → Is this mechanism plausible? Explanation: → (CH3)3C (aq) + Br¨ (aq) (CH3)3COH₂ (aq) (fast) 2H+ (aq) (CH3)3COH (aq) + (yes or no) (slow) (fast)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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16.
Step 1
Step 2
Step 3
Students in a SCH4U class were examining the reaction between 2-bromo-2-methlypropane and
water:
(CH3)3CBr (aq) + H₂O (1)→ (CH3)3COH (aq) +H* (aq) + Br (aq)
Their rate experiments show that the reaction is first order in (CH3)3CBr, but zero order in water.
One of the students, Yuek-Fen, presented the following rate mechanism to her class for the above
reaction. Determine if the mechanism below is plausible. Explain how you arrived at your
decision.
(CH3)3CBr (aq)
→ (CH3)3C (aq) + Br(aq)
(CH3)3CH (aq) + H₂O (1)→ (CH3)3COH₂¹ (29) (fast)
(CH3)3COH₂+ (aq) →
2H+ (aq) + (CH3)3COH (aq)
Is this mechanism plausible?
Explanation:
(yes or no)
(slow)
(fast)
Transcribed Image Text:16. Step 1 Step 2 Step 3 Students in a SCH4U class were examining the reaction between 2-bromo-2-methlypropane and water: (CH3)3CBr (aq) + H₂O (1)→ (CH3)3COH (aq) +H* (aq) + Br (aq) Their rate experiments show that the reaction is first order in (CH3)3CBr, but zero order in water. One of the students, Yuek-Fen, presented the following rate mechanism to her class for the above reaction. Determine if the mechanism below is plausible. Explain how you arrived at your decision. (CH3)3CBr (aq) → (CH3)3C (aq) + Br(aq) (CH3)3CH (aq) + H₂O (1)→ (CH3)3COH₂¹ (29) (fast) (CH3)3COH₂+ (aq) → 2H+ (aq) + (CH3)3COH (aq) Is this mechanism plausible? Explanation: (yes or no) (slow) (fast)
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