Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Draw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compound below with base.
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution
Trending nowThis is a popular solution!
Step by stepSolved in 2 steps with 2 images
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
- 4. The pk, of vanillin is about 9, which is much more acidic than a normal alcohol. Draw a reaction showing the deprotonation of vanillin with NaOH, and then draw six resonance structures of the conjugate base. Draw the hybrid structure and clearly indicate how the negative charge is distributed in the compound.arrow_forwardPhthalic acid and isophthalic acid have protons on two carboxy groups that can be removed with base. (a) Explain why the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid. (b) Explain why the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid.arrow_forward4. The following two compounds are protonated when treated with one mole equivalent of a strong acid (e.g. HCI). For each compound, draw the equilibrium to show the preferred site of protonation and give an estimate of the base strength (pKaH). -OHarrow_forward
- Draw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compound below with base. Include all valence lone pairs in your answer. For structures having different hydrogens of comparable acidity, assume that the reaction occurs at the less-substituted carbon. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the ↔ symbol.arrow_forwardOne acid–base classification defines a base as a substance that acts as a proton (H+H+) acceptor, and is also known as a Bronsted–Lowry base. All bases contain a non‑bonding pair of electrons. In each of the molecules, identify the atom that behaves only like a Bronsted–Lowry base. The atom in compound A that behaves only like a Bronsted–Lowry base is the nitrogen. the oxygen on the carbonyl. the oxygen bonded to hydrogen. the hydrogen bonded to oxygen.arrow_forwardDraw the organic product of the Bronsted acid-base reaction between the compounds shown below. Include all lone pairs and charges as appropriate. Ignore any counterions. •H :F: :O: :O: H Na Ⓒ 0:0- Harrow_forward
- Complete the following reaction, and answer the questions below: OH (NaoH) a) What s the name of this reaction? b) OH in the above reaction is a base or a nucleophile ?arrow_forwardCould I please have help with number 4 only. •Butanoic God + water Carboxylate ien Write a chemical equation using full structures which represents the reaction between acetic acid and sodium hydroxide. acid base reaction, which - produce weter and Cctate lon 9 OU acete-cob:H3C-COOH HaC- -oTH+OH C -C- Nat sodium-hugrovide: AaCH reaction H3C-CoOH + NaCH • H3C - COO -Net + Ha0 4. Draw the full structure of octyl acetate (a component of orange flavor) and label the "acid" and "alcohol" portions of this ester.arrow_forwardAmmonia, NH3, is also a weak base with K, = 1.8x10-5. Which of the following is the best explanation for why triethylamine is a stronger base than ammonia? O The three ethyl groups on triethylamine are more electronegative than the hydrogens on ammonia and make triethylamine a stronger base. The hydrogens on ammonia are more electronegative than the ethyl groups on triethylamine, making ammonia a weaker base than triethylamine. The three ethyl groups on triethylamine that replace hydrogens on ammonia are electron rich and donate electron density to the N making triethylamine a stronger base. The question as stated is incorrect, ammonia is a stronger base than triethylamine because of the bigger lone pair of electrons on the N of ammonia compared to the N on triethylamine.arrow_forward
- Draw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compound below with base. Include all valence lone pairs in your answer. For structures having different hydrogens of comparable acidity, assume that the reaction occurs at the less-substituted carbon. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the ↔ symbol from the drop-down menu.arrow_forwardDraw resonance structures for the conjugate base that is produced when the following compound is treated with sodium ethoxide. منة OEt There are THREE significant resonance structures for the conjugate base of this compound. Modify the given copies of the original compound to draw the resonance structures (no curved arrows are needed, and lone pairs do not have to be drawn). Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. H3C H3C H3C Edit Drawing CH3 CH3 CH3arrow_forwardRank the molecules in decreasing (strongest to weakest) acidity. Include ALL resonance structures with arrows and explain reasoning for rank.arrow_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
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY