3. Both 2-chloro-2-methylpropane and 2-chloropropane hydrolyze with aqueous sodium hydroxide to generate 2-methyl-2-propanol and 2-propanol, respectively. i. Draw the bond-line formula of 2-chloro-2-methylpropane and 2- chloropropane. ii. It is known that the hydrolysis of 2-chloro-2-methylpropane and 2- chloropropane undergo with different mechanisms, draw the reaction mechanisms of the above two reactions. 111. With the use of reaction mechanism, explain why concentrated hydrochloric acid is added to 2-methyl-2-propanol and 2-propanol at room temperature, only 2-methyl-2-propanol will react.

3. Both 2-chloro-2-methylpropane and 2-chloropropane hydrolyze with aqueous sodium hydroxide to generate 2-methyl-2-propanol and 2-propanol, respectively. i. Draw the bond-line formula of 2-chloro-2-methylpropane and 2- chloropropane. ii. It is known that the hydrolysis of 2-chloro-2-methylpropane and 2- chloropropane undergo with different mechanisms, draw the reaction mechanisms of the above two reactions. 111. With the use of reaction mechanism, explain why concentrated hydrochloric acid is added to 2-methyl-2-propanol and 2-propanol at room temperature, only 2-methyl-2-propanol will react.

Chemistry: An Atoms First Approach

2nd Edition

ISBN:9781305079243

Author:Steven S. Zumdahl, Susan A. Zumdahl

Publisher:Steven S. Zumdahl, Susan A. Zumdahl

Chapter21: Organic And Biological Molecules

Section: Chapter Questions

Problem 5RQ: What functional group distinguishes each of the following hydrocarbon derivatives? a....

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1. Consider the solubility and boiling point of the following pair of compounds: n-butyl alcohol and diethyl ether. The boiling points for the compounds are 118 °C and 35 °C respectively. The solubility for both compounds is the same (8g/100g water). Explain this observation for (i) boiling point disparity; (ii) solubility similarity a. H-bonds form in diethyl ether; n-butyl alcohol forms H-bonds in water b. H-bonds form in n-butyl alcohol; diethyl ether forms H-bonds in water c. H-bonds in n-butyl alcohol; Both compounds form H-bonds in water d. Both compounds form H-bonds; Both compounds form H-bonds in water 2. Account for the bond angle differences between (i) H-C-H (109.5°) in methane and H-S-H (90°); H-C-H (109.5°) and H-O-H (107.5°) in water. a. The H-S-H has two lone pairs; The H-O-H has two lone pairs b. The H-S-H has no hybridization at p-orbitals; The H-O-H has two lone pairs c. The H-S-H has two lone pairs; The H-O-H has no hybridization…
1. Which of the following statements is true? I. Aldehydes and ketones both contain a hydroxyl group. II. The names for aldehydes and ketones are derived from the name of the longest carbon chain that contains the carbonyl group. III. The aldehyde and ketone with a molecular formula of C3H6O are constitutional isomers. IV. 2-Propanone is immiscible in water. A. I & II B. II & II C. I & III D. I & IV 2. Whicb of the following is the correct IUPAC name of the structure below?
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