Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 25CTQ
Interpretation Introduction
Interpretation: The base with lower potential energy in bases mentioned below should be determined.
Concept introduction: When one single structure is unable to describe all the properties of single molecule, a phenomenon called resonance comes into play. This arises when two or more than two Lewis structures are possible for one molecule. All such structures are called resonating structures and have same placement of atoms in them but these have different locations of bond pairs and lone pairs. The resonating structures are inter-convertible with each other. The resultant of all the resonating or contributing structures is called the resonance hybrid.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
2. Use curved arrows to show electron movement in the reactant side and draw the product/s of the
Lewis acid-base (nucleophile-electrophile) reaction. Label the nucleophile and the electrophile. Draw in
all lone pairs and charges where appropriate.
I
4. (10 points) a) Place the following compounds in order of INCREASING acidity.
A)
OH
B)
NO2
LOH
OH
LOH
C)
D)
O₂N
b) For the most acidic compound in part a), draw the additional resonance structure that indicates extra
stabilization of the anion, leading to the increase in acidity.
If the arrows proceeded in the direction indicated (remember actually though
that NH3 is a better base than H₂O), what would be the product of the
movement of electrons indicated by the curved arrow?
H-N
H
H
O NH2, H3O*
O NH4+, OH-
O NH2*, H3O-
O NH4, OH+
H
H
Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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
- For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a conjugate acid and a conjugate base (e.g., water).arrow_forwardConsider the following bases: a. For each base above, circle the atom/atoms with the highest PE (will release the most P.E.when a lone pair on this atom combines with an H+ ) b. Rank the bases 1 (highest P.E./strongest base) to 7 (lowest PE/weakest base), and explainyour reasoning.arrow_forwardx-xo B Draw molecule A. On that drawing include the lone pairs and the curved arrows that would produce resonance structure B.arrow_forward
- For 1 and 2, use curved arrows to illustrate the potential overall electron movements or bond changes, and identify the type of reaction by examining the overall chemical transformation. Show A-H bonds as needed.arrow_forward3. Use curved arrows to show electron movement in the reactant side and draw the product/s of the Lewis acid-base (nucleophile-electrophile) reaction. Label the nucleophile and the electrophile. Draw in all lone pairs and charges where appropriate. -co 요arrow_forwardPlease draw the arrow formalism on the 1st structure (top) that accounts for the 2nd resonance structure (bottom).arrow_forward
- Which do you expect to be the stronger acid: CH3CN or CH3NC? Explain. Hint: Draw out the complete Lewis structure for each molecule.arrow_forwardhelp me with these five squares please. I am very very confused especially on the seocnd part. (third and fourth and fifth square) H₂ Lindlar's catalyst H₂ Pd/C NaOEt १/arrow_forwardplease give me step-by-step solution and circle answer pleasearrow_forward
- Why couldn't it be the H on the other side? Is it specific that only that one H can be the most acidic? Or does it not really matter because orienting the whole molecule such that we are looking at the opposite side of it, it is the same?arrow_forwardDraw the outcome of the following acid-base reaction resulting from the provided curved arrows. Label the acid, base, conjugate acid, and conjugate base.arrow_forwardосх (Intermediate) Reactant ķ H H: Tip: Only add curved arrows in this sketcher 1arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning