Organic chemistry 6. Addcurvedamowst thefollowingpolarreactionston dicatethe flow ofelectronsine 16points OH + H20 CH3CH-CHCH(CH3)2 CH,CH,CHCH(CH3)2 → (b) CH O CH:Br CH3OCH3 + +Br CH3 + CH,OH Br CH3
1. PCC CI 3. Cl2 H,0, heat 7- け 3. на, но 8- CH-CH HBr H20 refux 9- NH2 CH -C-Cl 10. 2.HaO кон. rMso 12- CH3 CH Ch 13- NH2 14- -78C 15- OH LiAIH 4 16- socl2 2 pyridine P2Os NH2 18- 1. NaHCO.. H2O 2. OH Br 19. 2, H30 20- 1. BH4 2. H3O 21- 22- 2. PBr 3.2 equiv. CH,CH CH&NH 23- 1. Mg Br 3. NaHCO Cl 24- 2 LAH 25-
PAGE 3 OF 3 521 WORDS CH CH2 50% CH3CH2OH 3 C-CH2Br CH CH3-C-CH CH in H20, 125° C CH3C -CHCH3 OCH2CH3 100% Ha CH3O CH CH. CH30 -CH2CH2 2- CH3 OCH -CH CH30H OCH3 Tso CH2 CH3 Na OR (trace) CH3 Ho H CH toluene, A Ho H3C CH3 CH3 CH3 C-H Aici The Scholl Reaction CH2OH TsCl HMPA. o TsOH Ha 800 C. F3CSO3H CH CH3 HNO2 O CH3 7- CH -C- C-CH3 3 C-C-CH H2O HO NH
V. Roadmap problems 1) CH30'Na B H2CrO xs CH3OH A CH3O Na D OH 1) NaOH, H2O E 2) HCl, H20 3) heat Br F H2O, acetone 2) H20, НCI H* Br осн, 1) Сн,оNa" A CH3ONa 1) NaOH, H,О C 2) HCI, НО 3) heat Насо 2) H20, HCI 1) CH3CH2MgBr ether Br EtO Na 1) NaOH, H2O B 2) HC, Hао 3) heat H* C A D OEt E, major product heat 2) H,о" 1) O3 2) (CH3)2S...
NH2 1. OH но 210 °C OH Na2 S204 2. 02N NaOH/H20 100 °C 3. CH3COOH Na NaOH/H20 100 °C 2. CH3COOH Na2S,04 1. NaOH/H20 100 oC NO2 но 2. OH но 210 °C
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d) methyl 4-phenylpentanoatef) butyl 3-hydroxyheptanoate 15. Name the following esters CH CH3 H3 C) CH3 b) CH2 CH O-C--CH3 CH3 f CH2 d) CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d)...
g. Ph-C(O)-NH2 4 NaOH Br2 h. (HC)2CH-C(CHa)2 -> HO N(CH3)3 i. Ph-N2, CI- + CuCN --> H30* (cat) Na/ETOH j. cyclohexanone+ H2NOH Pd(OAc)2 (1 mole%) k. Ph-I + 4-O2N-C&H4-HC=CH2 Cul/Pd(PPH3)4) L. HO-CH2-CH2-CC-H +1-CH=CH-(CH2)4-CH3
Give the major product for the following reaction. OH H2Cro4 H2SO4 H20 CH:0—C—CH2CH2CH3 CH:—C—0CH,CHCH: CH:0— —OCH2CH2CH3 CH—9—CH,CH, CH3 O CH—¢-CH2CH2CH3 OH
Consider the following molecules: CH3O CHE NH2 -CH-C-OH NH-CH-CH2-OH CH3 Сн, о O= Il HO-CH=C=OH. HO-C-CH-C-OH CHE i. Which of the molecules above is a secondary amine? [Select il. Which of the molecules above will be a zwitterion under physiological conditions (pH 7)? (Select) ill. Which of the molecules above has two acidic protons? Select
6x. Fill in the missing items. 1.) CH3 Na BHз 2. HCI 1.)OH, H20 2.) H30®, heat * B. . .. 1.) NaOH, H20 2. NaOH, heat NaCN CH3OH R но он Н,00 1.)LIAIH 4 , THE S 2. H,00