Question

Draw the structure of each compound

1. Draw the structure of each compound: (a) cis-1,2-Cyclohexanediol (b) Isobutanol (c) 2,4,6-Trinitrophenol (d) (R)-2,2-Dimethyl-3-heptanol (e) Ethylene glycol (0) (s)-2-Methyl-1-butanol 2. Acid-catalyzed hydration of 3,3-dimethyl-1-butene produces 2,3-dimethyl-2-butanol. Show a mechanism for this reaction 3. Acid-catalyzed hydration of 1-methylcyclohexene yields two alcohols. The major product does not undergo oxidation, while the minor product will undergo oxidation. Explain. 4. Using 2-propanol as your only source of carbon, show how you would prepare 2-methyl- 2-pentanol. 5. Identify the reagents you would use to accomplish each of the following transformations: D (4) DH (b) (C) OH d) OH 6. Consider the structures of 2-nitrophenol and 3-nitrophenol. These compounds have very different pKvalues, Predict which one has the lower pke and explain why.

Answer 1

''g) Cis-1,2 - cyclohexanediol same side le group are present on some side Cyclohexane - Ol means alcohol group present. cis means 04 ☺ OH b ) isobutanol Lx iso group -ol means Functional group alochol present ㅅ 애 -) 21416-Trinimo phenol 04 OgN - No2 No2 ol (Ⓡ) -2,2-dimethyl-3-hepool hept means number of carbon present = 7 -ol megns Fanctimal group alockol as substituent methyl group present CⓇ) is relative contiguration

M 성대2 CH2 대2 CH2 CH날애 Eng M3매 H 년 내chCH2C대로 4 M3 의 C 1 아내3 ch 2 왜3 1 2,2-dimethylsheptanol CH 내요 'Cuz (R)-2,2 -dimehngl 3-heptenol e-) Eshylene glycol CH2. CH2 해 애 (S) -2- merngl-1-buron이

анон | м3 НО –CH, - су - си, м 8 - mehg! -- bulno) И 1 с ИСАу и, (S)-2- rnema-1-bunoj