CHEM 341 Workshop Questions Week 15 IUPUI

CHEM 341 Workshop Questions Week 15 IUPUI - For example,...

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Name___________________________________ C341 Workshop Section____________________ December 9/10, 2010 Workshop 15 Questions 1. Show all three possible products in the electrophilic addition of 1 mole of bromine to 3- methyl-1,3-pentadiene. Show the mechanism for formation of each product. 2. Complete the following reaction scheme by providing the appropriate reagents or products for each reaction. Br Br O Br 2 CCl 4 NaOCH 3 CH 3 OH 3. Predict the constitution of the Diels-Alder adduct that you expect will be formed from the following dienes and dienophiles. a. (H 3 C) 3 SiO OCH 3 CO 2 CH 3 CO 2 CH 3 + b. O + NO 2 1
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c. O + O O O 4. Identify the product of each reaction. a. 1. B 2 H 6 , diglyme 2. H 2 O 2 , HO - b. CH 2 CH 3 + H 2 (1 mol) Pt c. H H H 3 C O OOH acetic acid d. CH 3 N-bromosuccinimide CCl 4 , heat 2
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e. H 3 C C(CH 3 ) 3 Na 2 Cr 2 O 7 H 2 O, H 2 SO 4 , heat 5. Propylene glycol (IUPAC name 1,2-propanediol) is used in a wide variety of industries.
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Unformatted text preview: For example, propylene glycol is used as a solvent in many pharmaceuticals, as a moisturizer in cosmetics and hair care products, as artificial smoke in theatrical productions, and used to de-ice aircraft. This vicinal diol is typically prepared from the reaction of propene with osmium tetraoxide and water. a. Suggest a mechanism for this reaction. (Note: This topic is included in Chapter 15.) b. What stereochemistry do you anticipate in the product of the following reaction? Why? OsO 4 , tert-butyl hydroperoxide tert-butyl alcohol, OH-c. Is this reaction consistent with the electrophilic reactions in earlier chapters? To what reaction is it most similar? 3...
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CHEM 341 Workshop Questions Week 15 IUPUI - For example,...

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