a)
Interpretation:
Among the two alcohols, 1-propanol and 2-propanol, which will react faster with HX to form the corresponding
Concept introduction:
Alcohols react with HX to yield the corresponding alkyl halide. The order of reactivity is methyl < primary < secondary < tertiary.
To state:
Among the two alcohols, 1-propanol and 2-propanol, which will react faster with HX to form the corresponding alkyl halide.
b)
Interpretation:
Among the two alcohols, 1-methylcyclopentanol and 2-methylcyclopentanol, which will react faster with HX to form the corresponding alkyl halide is to be stated.
Concept introduction:
Alcohols react with HX to yield the corresponding alkyl halide. The order of reactivity is methyl < primary < secondary < tertiary.
To state:
Among the two alcohols, 1-methylcyclopentanol and 2-methylcyclopentanol, which will react faster with HX to form the corresponding alkyl halide.
c)
Interpretation:
Among the two alcohols, 2,2-dimethyl-1-propanol and 2-methyl-2-butanol, which will react faster with HX to form the corresponding alkyl halide is to be stated.
Concept introduction:
Alcohols react with HX to yield the corresponding alkyl halide. The order of reactivity is methyl < primary < secondary < tertiary.
To state:
Among the two alcohols, 2,2-dimethyl-1-propanol and 2-methyl-2-butanol, which will react faster with HX to form the corresponding alkyl halide.
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Chapter 10 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
- 2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff' for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH₂OHarrow_forward2. The following carbocation is generated as an intermediate in the addition of H-Br to an alkene. Draw the structure of all possible alkenes that could have formed this intermediate.arrow_forwardComplete the following reactions in sequential order. Show the product after each step and put a box around the final product. (Show intermediate structure after each reagent)arrow_forward
- Identify the nucleophile and leaving group and draw the products of each substitution reaction.arrow_forwardAddition of water to an alkyne gives a keto‑enol tautomer product. Draw the ketone that is in equilibrium with the given enol.arrow_forwardDraw the major 1,2- and 1,4-addition products obtained in the reaction shown. Assume that both are derived from the most stable carbocation intermediate. HBrarrow_forward
- Draw the resulting product/s of the given reactions.arrow_forward. Which of the following can be both formed from bromoethane and converted directly into ethanal? CH3CH2Br → X → CH3CHO a. CH3CH2OH b. CH3OCH3 c. CH3COOH d. H2C=CHBrarrow_forwardDraw the major organic product formed by reaction of 2-hexyne with the following reagent: H₂O in H₂SO4 / HgSO4. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material.arrow_forward
- Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. LOCH3 LOCH3 HNO3 / CH3CO₂H O₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. ● In cases where there is more than one answer, just draw one.arrow_forwardDraw a major resonance contributor of this enolate anion. Include all lone pairs in your structure. Θ 0:☀ :0:arrow_forwardWhich of the following is the major product of the following reaction? HBr ... (the major product is based on the most stable carbocation intermediate that was formed in the middle of the reaction) A D ÇH3 Br Br H3C. H3C. H3C. *CH3 CH3 CH2 Br `CH3 Brarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning