SCAN0004 - 55‘?”(2 4 ~00 Practice 7 — Chapters 17,19...

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Unformatted text preview: 55‘?” (2) 4 ~00 Practice 7 — Chapters 17,19 and 20 960+ anad )‘agrflyf/ A) Provide the correct IUPAC names. IUPAC names include stereochemistry when appropriate. 3. OH 4. | 5. Q A WH ) wow 50ch NOE/TEE CI Q 9/111» 62 promig (fl-retina grimy “- 14V, \‘n/\3/:I\ (RH Hhtn— i—S— méhqihwmal 2 Mme ”03%” W333)?" gfimemmm 5 B) Provide the correct reagent(s ) o_r ma" or product(s). Provide the orrect curved arrow mechanism for reactions \/marked with Han)M. 3C4”? L»: \V/ . \ CH 2 .1°)Mg M MEI/H a)” 0+ W M “ fl / 3 .‘:‘:::, Br W a ‘ figco H \J/ /l\ii/\ 3 Y 0 AD—> CHgCH2COCI ' AICI3 O H lCX‘V; ’13 3- m N—L—>ZC'2O7’A 002 £3 15 H20, H2804 H ' 0H1)NaZC,207 MOH H20, HZSO4M 2) SOCI2 6/ H mm ,2: A (To 20:1 H26: 0 .. Ho Mi ,1 . 16. o NaBH4, €36 \/ ”)0 U CH30H Q 1 PhM Br \ MON ) 9 , l I 2) H30 AK» 'iNi/ 1) LiAlH4 AN N I 2) H30+ ’ / o 20)? i—wxm PIG/Y ,x 0 . \//\J\/11,)03 78 °c 2),Zn1H30+ - i 20. L. 0 CH CH, H+ ' M /\/U\/ 4—H /\)J\/ ’h)‘ 10, O N82CI'207, ‘ MM), H20,H2504 $3.3 ; 0 22. 1)CH£,0H,H+ . 0 )2Li° l '3’ 0 2) 2Li° Hm 2) H200 H U 3) H200 3)H30+ 4) H30+ (steps 4) PCC CH2C|2 2 and 3) g/o O H 0 H 23. 01) LiAIH4 )a . 2) H30+ H A $0 k2 3H30+ . l\ O 3) FCC, CHZCIZ Text Practice: 17.1, 17.23,17.24a,18.23,19.1 (a, b, d), 19.13, 19.14 (a, c, d, h), 20.1, 20.22 (a, b, e-i), 20.23 (a, c, t-i), 17.5, 17917.12, 17.13 (product only), 17.15 (product only), 17.16—17.19, 17.22a, 17.25 (a-b, d-h, j, p, r), 17.26 (a-b, d-h, j, p, r), 17.30 (a, d-e, g), 17.31, 17.39-17.40, 17.43 (b—c, e-f), 17.44, 19.17 (a—d), 19.19, 19.20 (a-c, e), 19.22d ...
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