Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 10, Problem 10.42P
Interpretation Introduction
Interpretation:
A mechanism for the given conversion has to be shown.
Concept Introduction:
Acid-catalyzed dehydration of alcohols: An alcohol can be converted into an
Ease of dehydration of alcohols:
The ease of acid-catalyzed dehydration of alcohols is in the order as follows,
Ozonolysis: The unsaturated bonds of alkene,
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Predict the major products of this reaction:
་ ་
+
H
NaOH
?
Δ
excess
Note that the second reactant is used in excess, that is, there is much more of the second reactant than the first.
If there won't be any products, just check the box under the drawing area instead.
P
A student claims the right-hand side of the reaction in the drawing area below shows the product of a Claisen condensation.
• If the student is correct, complete the reaction by adding the necessary organic reactants to the left-hand side, and by adding any necessary reagents and
reaction conditions above and below the arrow.
• If the student is incorrect, because it's not possible to obtain this product from a Claisen condensation, check the box under the drawing area instead.
those that will minimize any byproducts or competing
• Note for advanced students: If you have a choice, use the most efficient reactants and reagents
reactions.
-
☐
☐
: ☐
+
I
Х
Click and drag to start
drawing a structure.
identify the relationship between the
structures
and
H-
OH
HO
H
H-
OH
and
HO
H
H
-ОН
HO
H
Br
and
Br
Chapter 10 Solutions
Organic Chemistry
Ch. 10.1 - Write IUPAC names for these alcohols and include...Ch. 10.1 - Classify each alcohol as primary, secondary, or...Ch. 10.1 - Write IUPAC names for these unsaturated alcohols.Ch. 10.2 - Arrange these compounds in order of increasing...Ch. 10.2 - Prob. 10.5PCh. 10.4 - Predict the position of equilibrium for this...Ch. 10.5 - Show how to convert (R)-2-pentanol to...Ch. 10.6 - Draw structural formulas for the alkenes formed by...Ch. 10.6 - Propose a mechanism to account for this...Ch. 10.7 - Propose a mechanism to account for the following...
Ch. 10.7 - Prob. AQCh. 10.7 - Prob. BQCh. 10.7 - Prob. CQCh. 10.7 - Prob. DQCh. 10.7 - Which step in the reaction would you expect to be...Ch. 10.7 - Prob. FQCh. 10.7 - Prob. GQCh. 10.8 - Prob. 10.11PCh. 10.8 - Prob. AQCh. 10.8 - Prob. BQCh. 10.8 - Prob. CQCh. 10.8 - Why does nature use a reagent as complex as NAD+...Ch. 10.8 - -Hydroxyketones and -hydroxyaldehydes are also...Ch. 10.9 - Write IUPAC names for these thiols.Ch. 10 - Which are secondary alcohols?Ch. 10 - Name each compound.Ch. 10 - Prob. 10.16PCh. 10 - Name and draw structural formulas for the eight...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Arrange these compounds in order of increasing...Ch. 10 - Prob. 10.20PCh. 10 - Prob. 10.21PCh. 10 - Arrange the compounds in each set in order of...Ch. 10 - Prob. 10.23PCh. 10 - The decalinols A and B can be equilibrated using...Ch. 10 - Prob. 10.25PCh. 10 - Select the stronger acid from each pair and...Ch. 10 - Prob. 10.27PCh. 10 - In each equilibrium, label the stronger acid, the...Ch. 10 - Write equations for the reaction of 1-butanol with...Ch. 10 - Write equations for the reaction of 2-butanol with...Ch. 10 - Prob. 10.31PCh. 10 - When (R)-2-butanol is left standing in aqueous...Ch. 10 - Two diastereomeric sets of enantiomers, A/B and...Ch. 10 - Acid-catalyzed dehydration of 3-methyl-2-butanol...Ch. 10 - Show how you might bring about the following...Ch. 10 - Propose a mechanism for the following pinacol...Ch. 10 - Prob. 10.37PCh. 10 - Show how each alcohol or diol can be prepared from...Ch. 10 - Dihydropyran is synthesized by treating...Ch. 10 - Show how to convert propene to each of these...Ch. 10 - Prob. 10.41PCh. 10 - Prob. 10.42PCh. 10 - The tosylate of a primary alcohol normally...Ch. 10 - Prob. 10.44PCh. 10 - Show how to convert cyclohexene to each compound...Ch. 10 - Prob. 10.46PCh. 10 - Ethanol (CH3CH2OH) and dimethyl ether (CH3OCH3)...Ch. 10 - Prob. 10.48PCh. 10 - Prob. 10.49PCh. 10 - Prob. 10.50PCh. 10 - Write the products of the following sequences of...Ch. 10 - Alcohols are important for organic synthesis,...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Using your reaction roadmap as a guide, show how...Ch. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59P
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
- The right-hand side of this reaction shows the product of an aldol condensation. What are the reactants missing from the left-hand side? Draw them below. ? NaOH Δ If there aren't any reactants that would lead to these products under the reaction conditions given, just check the box under the drawing area. Note for advanced students: don't worry if the reactants you propose might also make some other products under these reaction conditions. Just make sure the product above is one of the major products.arrow_forwardPlease help! I need to identify four labeled unknown bottles based off of their colors doing titration using phenlphtalein. I've included my answers, but I wanted to make sure they were correct and if not, what will be correct thank you in advance.arrow_forwardAn organic chemistry Teaching Assistant (TA) suggested in your last discussion section that there is only one major organic product of the following reaction and that this reaction builds a ring. If the TA is right, draw the product in the drawing area below. If the TA is wrong, just check the box below the drawing area. NaOH ?arrow_forward
- A student suggests that the molecule on the right can be made from a single molecule that doesn't have a ring. If the student is correct, draw the starting material below, otherwise, check the box under the drawing area. Click and drag to start drawing a structure. : ☐ + NaOH टेarrow_forwardRate = k [I]1.7303[S2O82-]0.8502, Based on your rate, write down a mechanism consistent with your results and indicate which step is the rate determining step.arrow_forward36. Give the major product(s) of each of the following reactions. Aqueous work-up steps (when necessary) have been omitted. a. CH3CH=CHCH3 b. CH3CH2CH2CCH3 H,PO₂, H₂O, A (Hint: See Section 2-2.) 1. LIAIH. (CH,CH,),O 2. H', H₂O H NaBH, CH,CH₂OH d. Br LIAIH. (CH,CH,)₂O f. CH3 NaBH, CH,CH,OH (CH3)2CH H NaBH, CH,CH₂OH Harrow_forward
- Predict the major products of this reaction: + H excess NaOH Δ ? Note that the second reactant is used in excess, that is, there is much more of the second reactant than the first. If there won't be any products, just check the box under the drawing area instead.arrow_forwardAn organic chemistry Teaching Assistant (TA) suggested in your last discussion section that there is only one major organic product of the following reaction and that this reaction builds a ring. If the TA is right, draw the product in the drawing area below. If the TA is wrong, just check the box below the drawing area. 1. NaOMe CH3O N. OCH3 ? 2. H3O+arrow_forwardComplete the reaction in the drawing area below by adding the major products to the right-hand side. If there won't be any products, because nothing will happen under these reaction conditions, check the box under the drawing area instead. Note: if the products contain one or more pairs of enantiomers, don't worry about drawing each enantiomer with dash and wedge bonds. Just draw one molecule to represent each pair of enantiomers, using line bonds at the chiral center. + More... ☐ ☐ : ☐ + G 1. NaOMe Click and drag to start drawing a structure. 2. H +arrow_forward
- 6. Ammonia reacts with nitrogen monoxide and oxygen to form nitrogen and water vapor. If the rate of consumption of NO is 4.5 mollitermin) (a) Find the rate of reaction (b) Find the rate of formations of N; and HO (c) Find the rate of consumption of NH, and O 4NH: 4NO 0:4: +60arrow_forward34. Give the expected major product of each of the following reactions. Conc. HI a. CH3CH2CH2OH b. (CH3)2CHCH2CH2OH Conc. HBr H Conc. HI C. OH Conc.HCI d. (CH3CH2)3COHarrow_forward42. Which of the following halogenated compounds can be used successfully to prepare a Grignard reagent for alcohol synthesis by subsequent reaction with an aldehyde or ketone? Which ones cannot and why? H3C CH3 a. Br H OH b. Cl C. I H H d. Cl e. H OCH3 Br Harrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning