5. What product would you expect to obtain from the SN2 reaction of (S)-2-bromo- hexane with sodium acetate, CH3CO2NA? Show the stereochemistry of both product and reactant.
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- a Draw the structure of the intermediate (I) for the reaction below. Hg(O2CCH3)2 NaBH4 Product CH;OH H3C • Use the wedge/hash bond tools to indicate stereochemistry where it exists. If the reaction produces a racemic mixture, just drawv one stereoisomer.(a) (R)-2-Bromobutane undergoes light-induced reaction with Br2 to yield a mixture of products, among which are 1,2-dibromobutane and 2,2-dibromobutane. Write the reaction showing the correct stereochemistry of the reactant. Which of the two products is optically active? Explain. ENG bj hp 17 fe 19 fho is f6 12 米 $4 4 3. & 7 23 2 8. E T Y 5 96 %242. Show the structures of the carbocation intermediates you would expect in the following reactions: CH3 CH3 CH3CH2C=CHCHCH3 (a) (b) -CHCH3 HI ? HBr ? 3. What product would you expect to obtain from addition of Br2 to 1,2-dimethyl- cyclohexene? Show the cis or trans stereochemistry of the product.
- The 2 +2 cycloaddition of two molecules of (2E) -2- butenedinitrile leads to what product? Describe this process using a reaction scheme and curved arrows, show the product including the stereochemistry of the product.Name (including E/Z stereochemistry) the five alkenes that can produce 3-bromo-3-methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.2. Give the products when 1-methyl-2-deutero-cyclohexene is treated with the following reagents. Be sure to clearly show stereochemistrv of product(s). CH3 CH;OH H,SO,(cat.) HO H,, Pd/C
- Draw the products formed when both cis- and trans-but-2-ene are treated with OsO4, followed by hydrolysis with NaHSO3 + H₂O. Explain how these reactions illustrate that syn dihydroxylation is stereospecific. Part 1 out of 5 How many unique stereoisomers exist for the product of the reaction involving cis-but-2-ene?Reaction of this bicycloalkene with bromine in carbon tetrachloride gives a trans dibro- mide. In both (a) and (b), the bromine atoms are trans to each other. However, only one of these products is formed. CH3 CH3 CH3 Br Br CH,Cl, + Br2 or Br Br (a) (b) Which trans dibromide is formed? How do you account for the fact that it is formed to the exclusion of the other trans dibromide?4.) Propylene oxide is a chiral molecule. Hydrolysis of propylene oxide gives propylene glycol, another chiral molecule: hydrolysis CH, H,C он HO a. Provide a mechanism for the acid-catalyzed hydrolysis of pure (R)-propylene oxide (treatment with H;SO, H,O), showing the correct stereochemistry.
- 19. (a) Show the structure of all reactants and products for the bromination of 1,2 dimethylcyclopentene. Show the proper stereochemistry of the products. 1,2-dimethylcyclopentene + Br2/CCl4-----> Products (b) Show the mechanism of the reaction in (a) above.Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. NaBH3CN `N then H30* work up `NH2 ВГz, NaOH, H2Cо mCPBA then heat •NMe2 Ме1) Show the product(s) from each of the following reactions including all stereochemical outcomes. If more than one major product is formed show both, including stereoisomers. If no reaction is expected then write (NR). Br HOCH,CH, HI PdC Brz CHCI, I) BBN 2) N2OH. H;O: CS Scanned with CamScanner