Chapter 19, Problem 74P

Predict the reactants used in the formation of the following compounds using Acid-Catalyzed dehydration reaction

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.. Give the major organic product(s) for each of the following reactions or sequences of reactions. Show ll relevant stereochemistry [3 ONLY]. A H Br 1. NaCN 2 NaOH, H₂O, heat 3. H3O+ B. CH₂COOH 19000 1. LiAlH4 THF, heat 2 H₂O* C. CH Br 1. NaCN, acetone 2 H3O+, heat D. Br 1. Mg. ether 3. H₂O+ 2 CO₂ E. CN 1. (CH) CHMgBr, ether 2 H₂O+

Assign this COSY spectrum

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1. Draw structures corresponding to each of the following names [3 ONLY]: A. 2,2,2-trichloroethanal (chloral). B. trans-3-isopropylcyclohexanecarbaldehyde C. What is the correct structure for 2-hydroxyacetophenone? Circle the letter of your response. a C 0 OH OH OH HO b. H3C CH 0 H d OH D. Provide IUPAC names for each structure below. 0 H C-H 0 0 CH3 H NO₂ E. The substance formed on addition of water to an aldehyde or ketone is called a hydrate or a/an: a. vicinal diol b. geminal diol C. acetal d. ketal

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Redraw the tripeptide with or without its acidic hydrogensto demonstrate where the total charge of -2 comes from: *see image

2. Consider the data below to answer the following questions. Cyanohydrins are important intermediates in the synthesis of α-hydroxycarboxylic acids from ketones and aldehydes. The nitrile functional group can be hydrolyzed by aqueous acid to yield a carboxylic acid. Nitriles can also be hydrolyzed to carboxylic acids using aqueous base. Unfortunately, when a cyanohydrin is treated with aqueous base the original carbonyl compound is isolated. OH CH-COOH 0 HO CN C H30* C. H H HC N NaOH H₂O C=O 0 cyanohydrin H + NaCN + H₂O