EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
expand_more
expand_more
format_list_bulleted
Question
Chapter 21, Problem 4aQ
Interpretation Introduction
Interpretation:
The reason to dry the
Concept Introduction:
The formation of t-pentyl chloride is formed by the reaction of t-pentyl alcohol with HCl. The reaction follows the Unimolecular nucleophilic substitution reaction as the carbocation formed is more stable due to tert-carbocation.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Effects of solvents on phenol halogenation
Convert 2-Phenylethyl bromide to 2-Bromo-1-phenylethanol using any necessary organic and
inorganic reagents. It will require multiple steps.
Butanone undergoes a nucleophilic addition with a Grignard reagent made from 1-bromopropane and magnesium metal in THF solution. The alkoxide formed from the nucleophilic addition is then conveted into the final product by the careful addition of dilute acid.
Complete the mechanism by following the instructions provided for each step.
Step 1. Nucleophilic Addition in THF
Chapter 21 Solutions
EBK A SMALL SCALE APPROACH TO ORGANIC L
Knowledge Booster
Similar questions
- The PKa of p-nitrophenol is 7.15. Would you expect this to dissolve in a sodium bicarbonate solution? The PKa of 2,5-dinitrophenol is 5.15. Will it dissolve in bicarbonate solution?arrow_forwardWittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).arrow_forwardCompounds A, B, and C which are all alcohols are subjected to the Lucas test. An oily layer was formed almost instantly after the addition of reagents to Compound C. For compound A, it took several minutes before an oily layer was formed. Meanwhile, it took at least one hour with compound B before an oily layer was observed. What could be compound B? Choices: Ethanol Isopropyl alcohol tert-butyl alcoholarrow_forward
- Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water. a. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.arrow_forward6) Which reagent would be best to convert cyclohexanol into chlorocyclohexane?arrow_forwardWhat is the role of phosphoric acid in the synthesis of cyclohexene? it is an antioxidant that prevents free radical side reactions it is a safe, non-toxic solvent it lowers the boiling point of the reaction mixture (a colligative property of adding phosphoric acid to water) it protonates the hydroxyl of cyclohexanol to make it a better leaving grouparrow_forward
- How does the reactivity of an aldehyde or a ketone toward nucleophiles compare with thereactivity of the carbonyl compounds whose reactions you studied in Chapter 15?arrow_forwardWhich reagent(s), if any, may be used to carry out the following reactionarrow_forwardMake p-nitro phenol using suitable reagents, starting from benzene.arrow_forward
- Provide the reagents for the short syntheses (about 3-4 steps).arrow_forward10. Why do aldehydes undergo nucleophilic addition reactions (rxns from Unit 10) while esters undergo nucleophilic acyl substitution (rxns from Unit 11) reactions? A) The carbonyl carbon of an ester is more electrophilic than that of an aldehyde. B) Aldehydes are more sterically hindered than esters. C) Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups. D) The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized. E) Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated since they are strongly basic.arrow_forwardExplain why the ortho-substituted 2-nitrophenol in 30-40% yield and the para-substituted 4-nitrophenol in 15% yield have different boiling points and in doing so, explain which isomer has the higher boiling point and which one has the lower boiling point?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning