
(a)
Interpretation:
Structure of amine or quaternary ammonium salt that is obtained when trimethylamine and ethyl bromide is reacted in presence of strong base has to be drawn.
Concept Introduction:
Alkylation reaction is a reaction in which the transfer of alkyl group from one molecule to another molecule takes place. While considering
(a)

Answer to Problem 17.69EP
The structure of product obtained is,
Explanation of Solution
Given reactants are trimethylamine and ethyl bromide. In this, the amine given is a tertiary amine. When tertiary amine is treated with an alkyl halide, the product obtained is a quaternary ammonium salt. The complete reaction and the structure of the product formed is given as,
Structure of the product formed is drawn.
(b)
Interpretation:
Structure of amine or quaternary ammonium salt that is obtained when diisopropylamine and methyl bromide is reacted in presence of strong base has to be drawn.
Concept Introduction:
Alkylation reaction is a reaction in which the transfer of alkyl group from one molecule to another molecule takes place. While considering amines, the alkylating agent that is used is alkyl halides. Alkylation is done under basic conditions. The general equations for amines alkylation process is,
(b)

Answer to Problem 17.69EP
The structure of product obtained is,
Explanation of Solution
Given reactants are diisopropylamine and methyl bromide. In this, the amine given is a secondary amine. When secondary amine is treated with an alkyl halide, the product obtained is a tertiary amine. The complete reaction and the structure of the product formed is given as,
Structure of the product formed is drawn.
(c)
Interpretation:
Structure of amine or quaternary ammonium salt that is obtained when ethylmethylpropylamine and methyl chloride is reacted in presence of strong base has to be drawn.
Concept Introduction:
Alkylation reaction is a reaction in which the transfer of alkyl group from one molecule to another molecule takes place. While considering amines, the alkylating agent that is used is alkyl halides. Alkylation is done under basic conditions. The general equations for amines alkylation process is,
(c)

Answer to Problem 17.69EP
The structure of product obtained is,
Explanation of Solution
Given reactants are ethylmethylpropylamine and methyl chloride. In this, the amine given is a tertiary amine. When tertiary amine is treated with an alkyl halide, the product obtained is a quaternary ammonium salt. The complete reaction and the structure of the product formed is given as,
Structure of the product formed is drawn.
(d)
Interpretation:
Structure of amine or quaternary ammonium salt that is obtained when ethylamine and ethyl chloride is reacted in presence of strong base has to be drawn.
Concept Introduction:
Alkylation reaction is a reaction in which the transfer of alkyl group from one molecule to another molecule takes place. While considering amines, the alkylating agent that is used is alkyl halides. Alkylation is done under basic conditions. The general equations for amines alkylation process is,
(d)

Answer to Problem 17.69EP
The structure of product obtained is,
Explanation of Solution
Given reactants are ethylamine and ethyl chloride. In this, the amine given is a primary amine. When primary amine is treated with an alkyl halide, the product obtained is a secondary amine. The complete reaction and the structure of the product formed is given as,
Structure of the product formed is drawn.
Want to see more full solutions like this?
Chapter 17 Solutions
Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card
- Draw the formula of the product obtained by reacting D-Tallose with bromine water.arrow_forwardChoose the best reagent(s) for carrying out the following conversions from the list below. Place the letter corresponding to the best choice in the blank to the left of the conversion. a. KMnO4, H3O+ b. Tollens' Reagent [oxidizing reagent] C. NaBH4, ethanol d. 1. BH3 2. H3O+ e. 1. CH3MgBr, ether 2. H3O+ f. CrO3, H2SO4, H₂O g. 1. Mg, ether 2. CO2 3. H3O+ h. 1. NaCN 2. H2SO4, H2, heat i. O3, then Zn and HOAC j. CH₂I A. B. C. CH CH=CHCH2COOH Br CEN CH COOH + HOOCCH COOH COOH 010 CH3arrow_forwardDraw the structures for each of the intermediates in the boxes provided for the synthesis below. OCH3 Fe HO HNO (CHOO pynding H₂504 LHNO2 NACH-I Fa H₂O HCL HNO 180arrow_forward
- Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of each of the following reactions or sequences of reactions. Show all relevant stereochemistry [three only] A. o 11 (CH3)CH — C— C ether (CH3)2CH-C-O-C-CH3 B. CH3 CHy CI Staf OH C. HC OCHS + H₂Oarrow_forwardConsider the reaction sequence below to answer the following questions: EtO Compound X 1. NaOEt, EtOH OEt Br CO₂Et NaOEt, EtOH Compound Z CO₂Et Compound Y A. Compound X, diethyl propanedioate, is more commonly known as a. ethyl acetoacetate b. acetoacetic ester C. oxalic ester d. malonic ester 3. Write the complete stepwise mechanism for the conversion of Compound X into Compound Y. Show all electron flow with arrows and draw all intermediate structures.arrow_forwardClassify each of the following nitrogen atoms in the following compounds as primary, secondary, tertiary, or quaternary [three only] CH3 HO-CHCHNHCH3 A. B. C. H&C CH3 D. HO phedrine CH2CHCH3 amphetamine NH₂ mepiquat chloride faxofenadine OH H&C CH CO₂Harrow_forward
- Draw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. A. B. CHICHCH₂OH CH3CHCH2CH CH3 CH3 C. CH 30 H3C-C-C-H CH3 questionsarrow_forward. A.Propose a synthesis for propylbenzene which avoids the problems of direct Friedel-Crafts alkylation. B. Consider the reaction below to answer the following questions. A B C NO2 Febr Brz D The Lewis acid catalyst in the reaction is: a. The nucleophile in the reaction is: b. C. d. This reaction proceeds Draw the structure of product D. (faster or slower) than benzene.arrow_forwardConsider the reaction below to answer the following questions. HOCH CHOH На A B C D H₂Oarrow_forward
- Consider the structures below to answer the following questions. A. Indicate the most acidic hydrogens in each of the molecules. OH CH-H CH₂C-H H&C མིངྒཱའི B. Rank the molecules above in order of increasing acidity (least acidic to most acidic). a. III, II, I b. II, III, I C. I, II, III d. II, I, IIIarrow_forwardConsider the reaction below to answer the following questions. H H+ A B CH₂OH 5% NaOCH, CH₂OH A. Which carbonyl compound functions as the electrophile in this reaction? B. Draw the structure of the enolate ion that is generated during the course of this reaction. C. This reaction is an example of: a. a mixed Claisen condensation. b. C. d. a Dieckman condensation. a Michael reaction. a mixed aldol reaction.arrow_forwardGive the major organic product(s) of each of the following reactions or sequences of reactions. Show all relevant stereochemistry. [two only] CH3O (11 HC-C-C-CH3 A. CH3 12. NaOHarrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
- Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningIntroductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning





