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PS8-234-FA08-ANS - CHEM 234 ——PS#8 Name K¢ Answer the...

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Unformatted text preview: CHEM 234 ——PS #8 Name: K¢§ Answer the following questions on separate paper. There is NOT enough room here for proper answers. (95¢ w... Mckwvésma> 1. Heating the following alcohol in concentrated sulfuric acid yields a mixture of two alkenes in an 85:15 ratio. Predict the structures of those products. X/WWJV‘tJK/ Mk‘sof‘ Muses? 2. Provide a mechanism for the formation of the major product for the acid—catalyzed dehydration of the following alcohol: H3556 we} {at} CH20H3 OH H2304 51.x. game 0&3 ; “é ? $9.33.... WWWMWWWW" MW 3. Predict all of the alkene products of the following reaction. Indicate the major product Provide a mechanism for the formation of the major product. \XA COnC. H2804 OH Br 2 -—-—--> AK H20 />(\Br />(\OH OH Br Product NOT formed (541%., iiimi‘m a cw? 4/“ ”E @513er (/ {M ms? 3&5: a, Q may? * Q N 3 < + '5 awn—wmmx Explain why the indicated product is formed almost exclusively. Be specific. Show relevant structures to explain. 7 Brz M OH Br 3 r m g {t &&&3 $.92!” g I?” .3 Product NOT fonned Eévgwé $3M.“ Eafiww 1; .mms.m ma? 3..., 3% 33% ;. am, 3%3333 tie“ 3%.Mg Mafiak :5“ $5; a? figméég M;{ M, 2,4. 2% 0.: WWW at?” My mwfiva. {:3 3:3? 1w§53§3W3 33...; gm K“ 3‘ eeemmggkgfiteté M9313 323% 5.3.33 3&3 [email protected] cm. , V kl: 1 ER". Eacaum m 5. Give the major product of each reaction step and the mechanism of each reaction step. 3 i \\ (fig afiefiwwW: gallawimi Peak) M 6. Complete the following reactions by drawing structures of the products. Your structure should show the stereochemistry of the product, where appropriate. BIZ CH3 —> ccx4 ”5% 0?? 7. Predict the products of the following reactions. Show all major products. Indicate Stereochemistry. 1) BH3:THF 2) H202 / OH / $0 1) Hg(OAc)2 gait: 2) NaBH4/O a}? 8. Provide a complete mechanism fér'the addition of HCl to 3,3-dimethyl—l-butene. Account for theformatian of 2 products. {V/BS-‘tfls. W? i. Q g E ,V E 5km» Civizeg Waraigj @ Devise reasonable synthetic routes for the following, using the given reagents as the only source of carbon. Indicate the reagents needed and the products for each step. You do not need to include mechanisms. OH ”HUI/”C:I + enantiomer mg? <3 ages? a, «meme? / 593?; {“22332‘Mm.§‘-§~ k , i 3% 3 Wig ”32$ $05”? 723%“ xii 153 «as géewsg» ‘ " 2:1! f5?” l- £1970 Wkg Qfiwgaw. ey’ng CAM} E Wgwa M,%}‘§"£‘~E$°% 9. Devise a synthesis for the following compound, using only alkyl halides of three atoms or less as a source of carbon atoms. ...
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