Concept explainers
Interpretation:
The structures for the products A, B, C, and D showing stoichiometry are to be written.
Concept Introduction:
For carrying out a nucleophilic substitution on alcohols, first the hydroxyl group of an alcohol gets converted to a good leaving group to a p-toluenesulfonate ester derivative on reaction with p-toluenesulfonyl chloride
If the mechanism of nucleophilic substitution is
Usually, primary alcohols undergo
Want to see the full answer?
Check out a sample textbook solutionChapter 11 Solutions
Organic Chemistry
- Provide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)arrow_forwardUsing cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you haveshown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) cis-cyclooctene (b) cyclooctane (c) trans-1,2-dibromocyclooctanearrow_forwardGive IUPAC names for the following structures. (If appropriate, specify relative stereochemistry.) (a) (b) S Sarrow_forward
- 11:43 Q1. (a) (c) (d) (b) Two stereoisomers of but-2-ene are formed when 2-bromobutane reacts with ethanolic potassium hydroxide. (i) Explain what is meant by the term stereoisomers. Library Name and outline a mechanism for the reaction of 2-bromo-2-methylpropane with ethanolic potassium hydroxide to form the alkene 2-methylpropene, (CH3)2C=CH₂ Name of mechanism Mechanism (ii) Draw the structures and give the names of the two stereoisomers of but-2-ene. Stereoisomer 1 Name (iii) Name this type of stereoisomerism. Select Name Stereoisomer 2 When 2-bromo-2-methylpropane reacts with aqueous potassium hydroxide, 2-methylpropan-2-ol is formed as shown by the following equation. CH3 H₂C-C-CH3 + KOH Br Page 2 of 14 CH3 H3C-C-CH3 + KBr ОН State the role of the hydroxide ions in this reaction. Write an equation for the reaction that occurs when CH3CH₂CH₂CH₂Br reacts with an excess of ammonia. Name the organic product of this reaction. Equation Name of product 9,284 Photos, 1,166 Videos For You…arrow_forwardDescribe the characteristic infrared absorption frequencies that would allow you to distinguish between the following pairs of compounds. (a) cyclohex-2-enone and cyclohex-3-enone (b) cyclohexanol and cyclohexanonearrow_forwardExplain the following observations :(i) The boiling point of ethanol is higher than that of methoxymethane.(ii) Phenol is more acidic than ethanol.(iii) o- and p-nitrophenols are more acidic than phenol.arrow_forward
- Name each alkene and specify its configuration by the E,Z system. (Be sure to indicate double bond stereochemistry using (E)/(Z) notation. It is not necessary to use italics in writing compound names.) (a) (b) (C) کو C1- Br لولهarrow_forwardGive reasons :(a) n-Butyl bromide has higher boiling point than f-butyl bromide.(b) Racemic mixture is optically inactive.(c) The presence of nitro group (-NO2) at o/p positions increases the reactivity of haloarenes towards nucleophilic substitution reactions.arrow_forwardUsing cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you haveshown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)(a) cis-cyclooctene (b) cyclooctane (c) trans-1,2-dibromocyclooctane(d) cyclooctanone (e) 1,1-dibromocyclooctane (f) 3-bromocyclooctene(g) cyclooctane-1,2-dionearrow_forward
- • PRACTICE PROBLEM 8.13 Specify the appropriate alkene and reagents for synthesis of each of the following alcohols by hydroboration–oxidation. (a) (c) OH (e) CH3 OH AH OH no mobe OH ( (b) (d) (f) OH HT H3 D OH OH HO OHarrow_forwardIdentify the major product(s) of the following reactions. Include stereochemistry. (a) (b) (c) Br NaOEt NaOEt NaOEtarrow_forward8. (a) Benzene derivatives exhibit medium to strong absorption in UV-region. Explain why aniline and phenoxide ion have strong UV-absorptions.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY