Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Question
Chapter 7, Problem 7.16P
Interpretation Introduction
(a)
Interpretation: The given nucleophiles are to be arranged in order of increasing nucleophilicity.
Concept introduction: The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. The strong nucleophile is strong base whose conjugate acid has high
Interpretation Introduction
(b)
Interpretation: The given nucleophiles are to be arranged in order of increasing nucleophilicity.
Concept introduction: The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. The strong nucleophile is strong base whose conjugate acid has high
Interpretation Introduction
(c)
Interpretation: The given nucleophiles are to be arranged in order of increasing nucleophilicity.
Concept introduction: The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. The strong nucleophile is strong base whose conjugate acid has high
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Students have asked these similar questions
Rank the nucleophiles in each group in order of increasing nucleophilicity.a. -OH, -NH2, H2Ob. -OH, Br-, F- (polar aprotic solvent)c. H2O, -OH, CH3CO2-
HCOO- > HO- > (CH3)2
Sort from best nucleophile to worst nucleophile
Can you match best nucleophile / conditions from the list that will give a successful hydrolysis reaction for each electrophile? (there's one best nucleophile / conditions for each electrophile)
<List for Nucleophile / condition>
a. LiAlH4; hydronium work-up
b. PCC
c. NaH
d. CrO3
e. HOEt
f. H3O+ or OH-
g. H2O
h. NaBH4;hydronium work-up
Electrophile
1. Acid chloride
2. Acetic anhydride
3. Ester
4. Amide
I'm asking again on bartleby because pther tutor gave me the right answer because I think I didn't make my question clear enough.
Chapter 7 Solutions
Organic Chemistry
Ch. 7 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7 - Prob. 7.3PCh. 7 - An sp3 hybridized CCl bond is more polar than an...Ch. 7 - Prob. 7.5PCh. 7 - Problem 7.6 Identify the nucleophile and leaving...Ch. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - What neutral nucleophile is needed to convert...Ch. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.13PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c. e. b....Ch. 7 - Prob. 7.43PCh. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Which compound in each pair has the higher boiling...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.47PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Rank the species in each group in order of...Ch. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 7.54PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Fluticasone, the chapter-opening molecule, can be...Ch. 7 - Prob. 7.65PCh. 7 - 7.66 Diphenhydramine, the antihistamine in...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.69PCh. 7 - Prob. 7.70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.72PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Muscalure, the sex pheromone of the common...Ch. 7 - Prob. 7.77PCh. 7 - Prob. 7.78PCh. 7 - Draw a stepwise mechanism for the following...Ch. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.81PCh. 7 - In some nucleophilic substitutions under SN1...
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Similar questions
- Circle the best nucleophile in ammonia: NaCl, NaOH, NaCH3, Nal Circle the best nucleophile in acetone: NaCl, NaOH, NaCH3, Nalarrow_forwardWould you say its sn1 ir sn2, I said it was sn1,because the nucleophile is weak, but my teachers said it was sn2arrow_forwardCan you match best nucleophile / conditions that will give a successful hydrolysis reaction for each electrophile? 1. Acid chloride 2. Acetic anhydride 3. Ester 4. Amide a. LiAlH4; hydronium work-up b. PCC c. NaH d. CrO3 e. HOEt f. H3O+ or OH- g. H2O h. NaBH4;hydronium work-uparrow_forward
- For problem 8.17, all of the reactions will be SN2. For each reaction, identify and evaluate each nucleophile (strong? weak? Strong or weak as a base?) Also, evaluate each solvent as polar protic or polar aprotic. I recommend drawing the structure of each solvent.arrow_forwardFor each reaction below identify the electrophile and the nucleophile.arrow_forwardWhat is the locant of the methoxy substituent? 4-methoxy 1-methoxy 5-methoxy 3-methoxyarrow_forward
- Which nucleophile would prefer simple addition over conjugate addition? CH3MgBr NaCN CH3CH2NH2 (CH3CH2)2CuLiarrow_forward1. For the following reaction, what is the rate law ? (image) 2. is the following nucleophile strong or weak HO^- a) strong b) weak c) not a nucleophile 3) what set of reaction conditions should favor an SN2 reaction on 2-bromo-3-methylbutane a) weak nucleophile in a protic solvent b) weal nucleophile in aprotic solvent c) strong nucleophile in a protic solvent d) strong nucleophile in a aprotic solventarrow_forward1. Which of the following is the strongest nucleophile? Refer to the diagram below with an MeOH, MeSH, etc. 2. Which of the following is true about the stereochemistry of SN1 reaction?a.retention of configuration at the electrophilic centerb.50:50 mixture of retention and inversion of configuration at the electrophilic centerc.inversion of configuration at the electrophilic centerd. slightly more inversion than retention at the electrophilic centerarrow_forward
- Consider the series of the trans effect: CO, CN-, C2H4 > PR3, H-, CH3- > C6H5- > NO2-, SCN-, I- > Br- >Cl- > py > NH3 > H20 What would be the major product of the following reaction? Select one:arrow_forwardIdentify the stronger nucleophile in each pair of anions.a. Br- or Cl- in a polar protic solventb. HO- or Cl- in a polar aprotic solventc. HS- or F- in a polar protic solventarrow_forwardIdentify the stronger nucleophile in each pair. a.NH3, −NH2 b.CH3NH2, CH3OH c.CH3CO2−, CH3CH2O−arrow_forward
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