Briefly explain your answer o o o h h h h h h h h i

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equivalent of LDA (lithium diisopropylamide). Briefly explain your answer. O O O H H H H H H H H i) Circle proton ii) Circle proton O brief explanation brief explanation H H H H H H H H D) Methyl salicylate, released by walnut trees that are under stress, is thought to trigger an ecosystem wide immune response. ( Biogeosciences , 2008 , 5 , 1287.) Draw methyl salicylate (methyl 2-hydroxybenzoate) in the box on the right. 5 4 4 4 P H S O O pK a = 20.2 C D Explain the pK a difference between C and D. P P H pK a = 29.9 4 Circle the proton attached to oxygen that is least acidic. Cyanidin Draw one of the possible closed-shell/no formal charge resonance structures of the conjugate base of cyanidin.
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III. (28 points) Name:________KEY______________________ W09_215_E2_p3 A. ( J. Chem. Educ. 2007 , 85 , 1725) At the end of 2007, The Journal of Chemical Education honored the 125th anniversary of the hydration of acetylene (H-C = C-H) by Mikhail Kucherov. Hydration of acetylene results in formation of acetaldehyde. The hydration of substituted alkynes produces ketones as show below. CH 3 C C CH 3 H O H H CH 3 C O CH 2 CH 3 CH 3 C C CH 3 H O H H H 2 O H 2 O enol intermediate plus arrows CH 3 C O CH 2 CH 3 The acid catalyzed addition of water to but-2-yne forms an enol. This is followed by a keto-enol rearrangement to form butan-2-one. Draw the stepwise mechanism using H 3 O + and water as needed.
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