Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 9.9, Problem 24P
Which compound is more likely to be carcinogenic?(Hint: Read the box on benzo[a]pyrene to see why the 4,5-
![Chapter 9.9, Problem 24P, Which compound is more likely to be carcinogenic?(Hint: Read the box on benzo[a]pyrene to see why](http://dev-ingestion-image-output.s3-website-us-east-1.amazonaws.com/9780321937711/Chapter-9/images/37711-9.9-24p-question-digital_image001.png)
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3) Use the reaction shown below and the associated reaction energy diagram to answer the following
questions.
E
A
Но-
+
Br
HO.
Br-
reaction coordinate
a) In the space above, use curved arrows to show the mechanism of the reaction.
b) Classify the reaction as either addition, elimination or substitution.
c) In this reaction is hydroxide (HO-) acting as a nucleophile or as a base?
c) Based on the reaction energy diagram, is the reaction endergonic or exergonic?
d) Based on the reaction energy diagram, and assuming the
reaction is reversible, would the equilibrium lie to the left or to the right?
e) Which position on the reaction energy diagram (A, B or C) corresponds to the transition state?
Chemistry
I think I understand most of this except for what mechanisms these resemble. Thanks!
Select the bond(s) that is/are formed in the electrophilic addition.
H
:CI:
Chapter 9 Solutions
Essential Organic Chemistry, Global Edition
Ch. 9.1 - Draw the structures of straight-chain alcohols...Ch. 9.1 - Prob. 2PCh. 9.1 - Prob. 3PCh. 9.2 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 9.2 - Prob. 5PCh. 9.2 - The observed relative reactivities of primary,...Ch. 9.4 - Which of the following alcohols would dehydrate...Ch. 9.4 - Prob. 10PCh. 9.4 - Prob. 11PCh. 9.4 - Prob. 12P
Ch. 9.4 - Prob. 13PCh. 9.5 - What product will be obtained from the reaction of...Ch. 9.5 - Prob. 15PCh. 9.6 - a. What is each ethers systematic name? 1....Ch. 9.8 - Draw the structure of the following: a....Ch. 9.8 - Prob. 20PCh. 9.8 - Would you expect the reactivity of a five-membered...Ch. 9.9 - Explain why the two arene oxides in Problem 22...Ch. 9.9 - Which compound is more likely to be...Ch. 9.11 - The following three nitrogen mustards were studied...Ch. 9 - What are the common and systematic names of the...Ch. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Prob. 30PCh. 9 - Prob. 31PCh. 9 - What is the major product obtained from the...Ch. 9 - Draw structures for the following: a....Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Ethylene oxide reacts readily with HO.because of...Ch. 9 - Propose a mechanism for each of the following...Ch. 9 - Which of the following ethers would be obtained in...Ch. 9 - Show how each of the following syntheses could be...Ch. 9 - Prob. 42PCh. 9 - Prob. 43PCh. 9 - Prob. 44PCh. 9 - Propose a mechanism for each of the following...Ch. 9 - a. Propose a mechanism for the following reaction:...Ch. 9 - Three arene oxides can be obtained from...Ch. 9 - Prob. 48PCh. 9 - The following reaction takes place several times...Ch. 9 - Show how each of the following compounds could be...Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - What alkenes would you expect to be obtained from...Ch. 9 - Triethylenemelamine (TEM) is an antitumor agent....Ch. 9 - When a diol that has OH groups on adjacent carbons...Ch. 9 - What product is obtained when...Ch. 9 - Prob. 58P
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- HOCH2CH2OH catalytic H* Many of the reactions in Chapters 15 and 16, such as acetal formation (shown above), require use of an acid as a catalyst. Give two reasons why using an acid catalyst is important? (Hint: think about the mechanism.)arrow_forward1. Name this amine properly. Is it a primary, secondary, or tertiary amine? (O))in Which of the following is most basic? Which is least basic?arrow_forwarding the reactants of products of amidation What is the missing reactant in this organic reaction? ་་་ R + NH2 N. + H₂O H O Specifically, in the drawing area below draw the skeletal ("line") structure of R. If there is more than one reasonable answer, you can draw any one of them. If there is no reasonal drawing area. Note for advanced students: you may assume no products other than those shown above are formed Explanation Check Click and drag to start drawing a structure. ㅁ Xarrow_forward
- ) An electrostatic potential map of boron trifluoride is shown. Is BF, likely to be a nucleophile or an electrophile? Draw a Lewis structure for BF1, and explain your answer.arrow_forwardConsider this organic reaction: Draw the major products of the reaction in the drawing area below. If there won't be any major products, because this reaction won't happen at a significant rate, check the box under the drawing area instead. CI No Reaction. Click and drag to start drawing a structure. A : ☐arrow_forward! ( plz ans with explanation)arrow_forward
- Direction: Answer the following questions: 1. Why does the local government prohibit the use of smoke? What is the environmental impact of using smoke as an insect area repellant? 2. Why didn't pyrethrum succeed as a component of commercial insect repellant today? 3. Are the first patented chemicals, which served as insect repellants, safe to use? Why?arrow_forward027 In Part 1 add the curved arrows to the nucleophilic acyl substitution reaction mechanism. In Part 2, answer the multiple-choice question about the reaction in Part 1. Part 1 4 See Periodic Table O See Hint :0: :Br: Add the missing curved arrow notation. S CI Br Part 2 Which statement is most correct regarding the equilibrium for the above reaction? Choose one: O The equilibrium favors the right (i.e., Kea > 1) because acetate is a better leaving group than bromide. O The equilibrium favors the right (i.e., Kea > 1) because bromide is a better leaving group than acetate. O The equilibrium favors the left (i.e., Keq« 1) because acetate is a better leaving group than bromide. O The equilibrium favors the left (i.e., Keg 1) because bromide is a better leaving group than acetate. +arrow_forwardNeed help with all three questions please!arrow_forward
- app.101edu.co Draw the product of the reaction shown below. Ignore inorganic byproducts. H2, Ni heat, pressure Drawing Q Benz Carrow_forwardIs the organic reaction below correct and complete? Are all the major products shown, and is each one correctly drawn? • If the reaction is complete and correct, check the box under the drawing area. • If it's not, fix it, by correcting reactants, products, or reaction conditions. But only choose one of the three to fix. For example, you can fix the products or fix the reaction conditions - but not both. den .. Reaction is correct and complete as drawn. + I X H₂O* H OH + OHarrow_forward3. Why did breaking the P-C single bond lead to the formation of 2 species containing a free radical (ie. where did those 2 electrons come from)? 4. Do you think the photoinitiator 2-hydroxy-2-methylpropiophenone would require a shorter or longer wavelength of light to create a free radical? Explain your answer using the table provided in question #2 (be specific). The structure of 2-hydroxy-2- methylpropiophenone is shown below. CH3 Figure 5: Structure of 2-hydroxy-2- methylpropiophenone. The wavy line shows OH the bond that is photo-sensitive (ie. the bond that will be broken by light). (Taken from Tehfe et al. 2013, http://www.mdpi.com/2076- 3417/3/2/490/htm) ČH3 5. Why is the PEGDA monomer soluble in water, but the polymer is not? In other words, why do you think forming a large molecule would lead to the formation of a solid? (Hint: think about the movement of molecules in a liquid vs solid phase). 6. Thinking about the octet rule, why do you think many free radicals are very…arrow_forward
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