Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 15.8, Problem 24P
Show the mechanism for the acid-catalyzed formation of 23c starting with the product from its hydrolysis.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Start with the condensed structural formula CH2=CH-CH2-CH(CH3)2, and react it first with H2O in the presence of H2SO4 (as the catalyst), to produce a major substrate product. Then, take that major substrate product, and use it as the substrate of the next reaction, by reacting it with K2Cr2O7 and H2SO4, to produce the FINAL MAJOR substrate product.
The complete correct condensed structural formula for the major substrate product (after reaction step 1) is .
The complete correct condensed structural formula for the final major substrate product (after reaction step 2) is .
Start with the condensed structural formula
CH2=CH-CH2-CH2-CH(CH3)2
and react it first with H2O in the presence of H2SO4 (as the catalyst), to produce a major substrate product. Then, take that major substrate product, and use it as the substrate of the next reaction, by reacting it with K2Cr2O7 and H2SO4, to produce the FINAL MAJOR substrate product.
The complete correct condensed structural formula for the major substrate product (after reaction step 1) is __________. (If no new product is formed in this step, type "no reaction.")
The complete correct condensed structural formula for the final major substrate product (after reaction step 2) is __________. (If no new product is formed in this step, type "no reaction.")
28(g) Give name(s) of major organic product(s) of the following reaction.
CH,CH,
HBr, H,O
reflux
Chapter 15 Solutions
Organic Chemistry (8th Edition)
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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
- Isoerythrogenic acid, C18H26O2, is a acetylic fatty acid that turns vivid vle on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acidarrow_forward(please type answer with explanation).arrow_forwardWhen HOCH2CH2CH2CH2COCH2CH2CH2CH2OH is heated in the presence of an acid catalyst, a reaction occurs. This product has the formula C9H16)2. Provide the structure of this product.arrow_forward
- Given the reaction of the synthesis of ethyl acetate: CH3COCH3 + Br2 + H3O+ → CH3COCH2Br + HBr + H3O+ Which is the catalyst? H3O+ CH3COCH3 CH3COCH2Br Br2arrow_forwardStart with the condensed structural formula CH3-CH=CH-CH2-CH3, and react it fırst with H20 in the presence of H2SO4 (as the catalyst), to produce TWO major substrate products. Then, take those two major substrate products, and use them as the substrates of the next reaction, by reacting each with K2Cr20, and H2SO4, to produce TWO FINAL MAJOR substrate products. [There are a total of two final major substrate products, not four.] The complete correct condensed structural formulas for the two major substrate products (after reaction step 1) are and The complete correct condensed structural formulas for the two final major substrate products (after reaction step 2) are andarrow_forwardAldehydes and ketones that have a hydrogen atom at the alpha position can be converted into a carbanion in the presence of a base as follows. This source of the stability of this carbanion is -H2 gas + polar interaction between the negative charge and the partial positive charges in the solvent O delocalization of the negative charge to the adjacent carbonyl group the electron donating effect of the alpha carbon the electron withdrawing effect of the alpha carbonarrow_forward
- The following reaction is catalyzed by H₂SO4: CH3COOH + CH3CH₂OH → CH3COOCH2CH3 + H₂O Which type of reaction does this represent? Addition Hydrolysis Elimination Esterificationarrow_forwardStart with condensed structural formula CH3-CH(OH)-CH(CH3)-CH2-CH(CH3)2 and react it first with H2SO4 and high heat, to produce a major substrate product. Then, take that major substrate product, and use it as the substrate of the next reaction, by reacting it with Br2 (in the presence of CH2Cl2 solvent), to produce the FINAL MAJOR substrate product. The complete correct condensed structural formula for the major substrate product after reaction step 1 is ___________. (If no new product is formed in this step, type "no reaction.") The complete correct condensed structural formula for the final major substrate product (after reaction step 2) is __________ . (If no new product is formed in this step, type "no reaction.")arrow_forwardIdentify the ester product of the reaction. HC HC IU OT CH OH + MC- OH H+, heat HC HC. HC جدید IL HC. CH HC علام HC. CH CH | + H2O CH₂ CH₂ CH3arrow_forward
- Complete the following reaction by drawing a structural formula for the product. CH₂CH3 + H₂ Ni or Pt ?arrow_forwardWhich of the following chemical equations depicts an alkylation reaction? C6H6() + CH3Cl() → C6H5CH3() + HCl(g) 2 CH3OH() + 3 O2(g) → 2 CO2(g) + 4 H2O() C6H12() → C6H10() + H2(g) CH2ClCH2Cl(g) + H2(g) → CH3CH3(g) + Cl2(g) CHClCHCl(g) → CH2ClCH2Cl(g)arrow_forward6- A lipophilic compound is Compounds may be classified based on their specific physical properties such as solubility. Compounds may be classified as eitherarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Nucleic acids - DNA and RNA structure; Author: MEDSimplified;https://www.youtube.com/watch?v=0lZRAShqft0;License: Standard YouTube License, CC-BY