Which of the following best represents hydrogen bonding in methanol? CH3-0 H ---CH3 - O CH3- O ----CH3-0 CH3-0 0-CH3 H -----H O CH3- O ----- H-0 он сня
O HN(CH3)2 Cl 12. When 5-hydroxypentanal is heated in methanol with a small amount of an acid catalyst, the following reaction product can be isolated in excellent yield. Write a mechanism for this reaction. (8 pts) HO H CH3OH OCH3
CH3 H 1. NaBH/Methanol 2. HO dominant product. Provide your reasons. b) Label ALL optical active carbons. c) List 2 methods to determine whether the reaction is finished (completed);
Hot KMnO, OH HO 1. CHECO,H 2. H,O H ,O* ? Cold KMnO, H2O/OH -CH3 MCPBA CH3CH2CH2CH2C= CCH2CH3 Na/CH2CH NH2 Hydrogenation
What is the relationship between the following compounds? O H H HO HO- HOC CH3 CH3 Enantioners Diastereomers Identical molecules Geometrical isomer What is the relationship between the following compounds? HOME HOyC..., COZH COH Enantiomers Diastereomers Identical molecules Geometrical Isomers
EXERCISE Writing Reaction Mechanisms: Acyl Transfer Electron pairs :0: H-o-H CH3 C Erase + Na :0– CH3 :0 - H Write the first step of the reaction mechanism using curved arrows to show electron reorganization. 0 O H3C- + Na OH HO + H-ô-CH 0 - Nat OCH < Recheck Next (1 of 5)
CH3 CH3 CH3CH2C=CH2 + CH2OH 12304, CH3CH,Ć-OCHz CH3 Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2-methoxy-2-methylbutane. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions no XT CH3. HO CH₂ H-ö-CH3
Which of the following depicts a soap molecule? (CH2) 16CH, H2C(H2C)16 (CH2) 16CH Na o (CH2) 16CH3 a b HO (CH2) 16CH Na o CH3 с d Zoom A A B B С с D D X i (CH2)16CH3 H2C(HC)16 (CH2) 16CHE Na o (CH2) 16CH3 a b i HO (CH2) 16CH3 Na o CH3 C d
= CH3 OH Aqueous =O HO- O=O=O CH3 acetone +NH 2. b a + H2NNH2 s NH, C . a = Proton transfer b = Lewis acid/base c= Radical chain substitution d = Electrophilic addition e=E1 Elimination f=E2 Elimination g=Sn1 Nucleophilic substitution h=Sn2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1.
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