ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 11.SE, Problem 42AP
Which reactant in each of the following pairs is more nucleophilic? Explain.
(a) -NH2 or NH3
(b) H2O or CH3CO2-
(c) BF3 or F-
(d) (CH3)3P or (CH3)3N
(e) I- or Cl-
(f) -C≡N or -OCH3
Expert Solution & Answer
![Check Mark](/static/check-mark.png)
Trending nowThis is a popular solution!
![Blurred answer](/static/blurred-answer.jpg)
Students have asked these similar questions
4) Which reactant in each of the following pairs is more nucleophilic? Explain.
BF3 and F
H,0 and CH,CO2
(CH3)3P and (CH3)3N
"CN and OCH3
(i)
(ii)
(iii)
(iv)
Which of the following reactant will not favour nucleophilic substitution reaction ?
(a)
(b) Ph – Br
Br
CH3
(с) CHз -С -CH2 - Br
(d) All the above
CH3
Which set of reagents would effect the conversion,
OH
(а) ВH3:THF, then H2O2/HO-
(b) Hg(OAc)2, THF-H2O, then NaBH4/HO¯
(c) H3O+, H2O
(d) More than one of these
(e) None of these
Chapter 11 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 11.1 - Prob. 1PCh. 11.2 - Prob. 2PCh. 11.2 - Prob. 3PCh. 11.3 - Prob. 4PCh. 11.3 - Prob. 5PCh. 11.3 - Rank the following compounds in order of their...Ch. 11.3 - Organic solvents like benzene, ether, and...Ch. 11.4 - Prob. 8PCh. 11.4 - Prob. 9PCh. 11.4 - Prob. 10P
Ch. 11.5 - Rank the following substances in order of their...Ch. 11.5 - 3-Bromo-1-butene and 1-bromo-2-butene undergo SN1...Ch. 11.5 - Prob. 13PCh. 11.6 - Review the mechanism of geraniol biosynthesis...Ch. 11.7 - Prob. 15PCh. 11.7 - What alkyl halides might the following alkenes...Ch. 11.8 - Prob. 17PCh. 11.8 - Prob. 18PCh. 11.9 - Prob. 19PCh. 11.12 - Prob. 20PCh. 11.SE - Prob. 21VCCh. 11.SE - From what alkyl bromide was the following alkyl...Ch. 11.SE - Prob. 23VCCh. 11.SE - Prob. 24VCCh. 11.SE - Prob. 25MPCh. 11.SE - Prob. 26MPCh. 11.SE - Prob. 27MPCh. 11.SE - Prob. 28MPCh. 11.SE - Prob. 29MPCh. 11.SE - Prob. 30MPCh. 11.SE - Prob. 31MPCh. 11.SE - Prob. 32MPCh. 11.SE - Metabolism of S-adenosylhomocysteine (Section...Ch. 11.SE - Reaction of iodoethane with CN- yields a small...Ch. 11.SE - One step in the urea cycle for ridding the body of...Ch. 11.SE - Prob. 36MPCh. 11.SE - Prob. 37MPCh. 11.SE - Propose a mechanism for the following reaction, an...Ch. 11.SE - Prob. 39APCh. 11.SE - The following Walden cycle has been carried out....Ch. 11.SE - Prob. 41APCh. 11.SE - Which reactant in each of the following pairs is...Ch. 11.SE - Prob. 43APCh. 11.SE - Prob. 44APCh. 11.SE - Prob. 45APCh. 11.SE - Prob. 46APCh. 11.SE - Prob. 47APCh. 11.SE - Prob. 48APCh. 11.SE - Propose structures for compounds that fit the...Ch. 11.SE - What products would you expect from the reaction...Ch. 11.SE - Prob. 51APCh. 11.SE - Prob. 52APCh. 11.SE - Prob. 53APCh. 11.SE - Prob. 54APCh. 11.SE - Prob. 55APCh. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Prob. 58APCh. 11.SE - Prob. 59APCh. 11.SE - Ethers can often be prepared by SN2 reaction of...Ch. 11.SE - Show the stereochemistry of the epoxide (see...Ch. 11.SE - Prob. 62APCh. 11.SE - In addition to not undergoing substitution...Ch. 11.SE - The tosylate of (2R, 3S)-3-phenyl-2-butanol...Ch. 11.SE - Prob. 65APCh. 11.SE - Prob. 66APCh. 11.SE - Prob. 67APCh. 11.SE - Prob. 68APCh. 11.SE - Prob. 69APCh. 11.SE - (S)-2-Butanol slowly racemizes on standing in...Ch. 11.SE - Reaction of HBr with (R)-3-methyl-3-hexanol leads...Ch. 11.SE - Treatment of 1-bromo-2-deuterio-2-phenylethane...Ch. 11.SE - Prob. 73APCh. 11.SE - Prob. 74APCh. 11.SE - In light of your answer to Problem 11-74, explain...Ch. 11.SE - Prob. 76APCh. 11.SE - Compound X is optically inactive and has the...Ch. 11.SE - When a primary alcohol is treated with...Ch. 11.SE - Prob. 79APCh. 11.SE - Amines are converted into alkenes by a two-step...Ch. 11.SE - The antipsychotic drug flupentixol is prepared by...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- What reagents would you use to carry out the following reaction? (A) H₂ / Pt (B) (C) (D) H₂/Lindlar's ??? Li, EtNH₂ followed by NH4Cl H₂O₂ / NaOHarrow_forwardQuestion: Which reaction would be the best synthesis of the following compound? CH3-CH- NH- CH2- CH3 CH3 (a) (b) EtOH CH3-CH-Br + CH3-CH2- NH2 EtOH CH3-CH=CH2 + CH3-CH2- NH2 CH3 (c) (d) EtOH EtOH CH3-CH-Br + CH3-CEN CH3- CH-NH, + CH3-CHy- Br CH3 CH3 (A) (В) (D) Question: What is the IUPAC name for (СН3)3ССН(ОН)CH2CH(OH)CH2CH(C НЗ)2? * 1,1,1,6-tetramethyl-2,4-heptanediol 2,2,7-trimethyl-3,5-octanediol 2,2,6,6-tetramethyl-3,5-heptanediol 2,7,7-trimethyl-4,6-octanediol O Oarrow_forwardWhich ion in each of the following pairs is a better leaving group? Explain (a) F or Br (b) Ct or NH2- (c) OH or Iarrow_forward
- Draw the main organic product formed in each of the following reactions: i NaOH (a) (b) O + H₂O OCH 3 OCH 3 + NH3 + CH3CH₂OH OCH3 HCI attach to this assignment.arrow_forwardIf anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.arrow_forwardWhich of the following is the major product of the reaction shown below? NaoCH,CH; CH;CH,OH (A) (B) (C) (D) Compound A OCompound B O Compound D Compound Carrow_forward
- What is the major product of the reaction sequence below? (A) HOH (B) (1) Na CECH /THE Br (2) HgSO4, H2SO4 H2O (C) (D) OH Compound A Compound C OCompound Darrow_forwardWhich of the following is a major product of the reaction shown? (CH3),CHCH;NH2 **** HN- H* (cat./H;0 (A) (B) N- (C) (D) Compound D OCompound C O Compound A Compound Barrow_forwardDraw the main organic product formed in each of the following reactions: (a) (b) (c) + HNO3 / H₂SO4 O CI CI AICI 3 AICI3arrow_forward
- Electrophilic aromatic substitution usually occurs at the 1-position of naphthalene, also called the a position. Predict themajor products of the reactions of naphthalene with the following reagents.(a) HNO3, H2SO4 (b) Br2, FeBr3 (c) CH3CH2COCl, AlCl3arrow_forwardWhich is the major product of the reaction below? (1) Na EtO /EIOH (2) dil H*, H-O (A) (B) H2COO OCH3 (C) OCH3 (D) OCH3 Compound A Compound D Compound C Compound Barrow_forward[ 15] What compounds result from following ? H3o* ? ( a) ortho-methyl benzoic acid + 1-butanol (b) ortho-methyl benzoic acid + butan-2-ol (c) ortho-methyl phenol + butan-2-ol (d) ortho-methyl benzoic acid + butanoic acid (e) ortho-methyl benzaldehyde + butan-2-olarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- 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
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9780078021558/9780078021558_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305079373/9781305079373_smallCoverImage.gif)
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781118431221/9781118431221_smallCoverImage.gif)
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY