Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 7, Problem 68P
Interpretation Introduction
Interpretation: The structure of the reactant A needs to be identified.
Concept introduction:
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4. A student wants to make molecule B with the following reaction below. Instead of molecule B, a
different molecule is made. Give the structure of this compound.
HO
HO
OH
H₂NOH
*
HO
N
OH
HO
B
OH
Draw a structural formula for the substitution product of the reaction shown below.
H/
●
(CH3)3C
|YY
Br
ΔΟ
H
Na
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• If more than one stereoisomer of product is formed, draw both.
Separate multiple products using the + sign from the drop-down menu.
• Products that are initially formed as ions should be drawn in their neutral forms.
SH
acetone
[F
N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the
structure of the product of this reaction.
H3C
MgBr
1. CO₂
2. H₂O*
product
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Do not include lone pairs in your answer. They will not be considered in the grading.
• Draw the Grignard reagent as a covalent magnesium bromide.
Chapter 7 Solutions
Organic Chemistry: Structure and Function
Ch. 7.1 - Prob. 7.1ECh. 7.2 - Prob. 7.2ECh. 7.3 - Prob. 7.3ECh. 7.3 - Prob. 7.5TIYCh. 7.4 - Prob. 7.7TIYCh. 7.5 - Prob. 7.9TIYCh. 7.6 - Prob. 7.10ECh. 7.7 - Prob. 7.11ECh. 7.7 - Prob. 7.12ECh. 7.7 - Prob. 7.13E
Ch. 7.7 - Prob. 7.15TIYCh. 7.8 - Prob. 7.16ECh. 7.8 - Prob. 7.17ECh. 7.9 - Prob. 7.18ECh. 7.9 - Prob. 7.19ECh. 7.9 - Prob. 7.20ECh. 7.9 - Prob. 7.21ECh. 7.9 - Prob. 7.22ECh. 7 - Prob. 25PCh. 7 - Prob. 26PCh. 7 - Prob. 27PCh. 7 - Prob. 28PCh. 7 - Prob. 29PCh. 7 - Prob. 30PCh. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - Prob. 39PCh. 7 - Prob. 40PCh. 7 - Prob. 41PCh. 7 - Prob. 42PCh. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - Prob. 45PCh. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - Prob. 48PCh. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - Prob. 51PCh. 7 - Prob. 52PCh. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - Prob. 56PCh. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Prob. 59PCh. 7 - Prob. 60PCh. 7 - Prob. 61PCh. 7 - Prob. 62PCh. 7 - Prob. 63PCh. 7 - Prob. 64PCh. 7 - Prob. 65PCh. 7 - Prob. 66PCh. 7 - Prob. 67PCh. 7 - Prob. 68PCh. 7 - Prob. 69PCh. 7 - Prob. 70P
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Similar questions
- N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO2 2. H30* product • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw the Grignard reagent as a covalent magnesium bromide. P ору aste O O O- []# Previous Next Email Instructor Save and Exitarrow_forwardN,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO2 2. H3O+ product • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw the Grignard reagent as a covalent magnesium bromide. 90-87 0 + 11 ? n [arrow_forwardIn a phrase or short sentence, explain why this reaction is not successful. NACN H2C=CHCH3 H2C=CHCH2CN A------------- ->arrow_forward
- Consider this reaction in which one of the two products is shown. sio H ZIH Draw the structure of the other product. H H H NH3 C C X Śarrow_forward3. Yilong did this reaction below and got multiple products. Show the mechanism(s) and products. Be clear about stereochemistry. • If he put the products into a polarimeter, what kind of reading would he get? How are the molecules related? H3C 1) BH 3, THF 2) H2O2, NaOHarrow_forward1% mol Pd(OAc)2 4% mol Ph3P B с CH3CN A (1 ring) (2 rings) (3 rings) The above reaction involves two sequential Heck reactions and three organopalladium intermediates. In the box below draw the structure of intermediate C. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Use R1 for the PdL₂I group. The R group tool is located in the charges and lone pairs drop-down menu. Sn [F ?arrow_forward
- Draw a structural formula for the substitution product of the reaction shown below. H Br 981 Use the wedge/hash bond tools to indicate stereochemistry where it exists. If more than one stereoisomer of product is formed, draw both. . Separate multiple products using the + sign from the drop-down menu. Products that are initially formed as ions should be drawn in their neutral forms. 7 Na SH I acetone ChemDoodle Y # [Farrow_forwardDraw a structural formula for the major organic product of the reaction shown below. C(CH3)3 CH2 + ether H3O + CuLi H3C 2 • You do not have to consider stereochemistry. + - 4 √n [ ? ChemDoodle Ⓡarrow_forwardH3C 1 H₂O₂, NaOH a. The presence of H₂O2 H3C. H3C. 2 What controls the stereochemical outcome of the reaction depicted above? 3 b. The presence of a pre-existing stereocenter c. The methyl group at the end of the chain d. The presence of an alkene in the reactantarrow_forward
- Draw the least stable resonance form for the intermediate in the following electrophilic substitution reaction. NO₂ C Br₂ / FeBr3 Br • You do not have to consider stereochemistry. Include all valence lone pairs in your answer. • In cases where there is more than one answer, just draw one. NO₂arrow_forwardH₂C HO H -CH3 + Br₂ productsarrow_forward4. Which of the following compounds is the second most polar one? Br- CI F F F F 5. Which of the following alkyl halides is the most reactive one in a dehydrohalogenation reaction? Br Br Br CI Farrow_forward
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