Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 12A.3, Problem 8P
The mass spectrum of 2, 3-dimethylpentane also shows peaks at
possible structures for the ions that give rise to these peaks.
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Identifying electron-donating and
For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the
benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene.
Molecule
Inductive Effects
NH2
○ donating
NO2
Explanation
Check
withdrawing
no inductive effects
Resonance Effects
Overall Electron-Density
○ donating
O withdrawing
O no resonance effects
O donating
O withdrawing
O donating
withdrawing
O no inductive effects
Ono resonance effects
O electron-rich
electron-deficient
O similar to benzene
O electron-rich
O electron-deficient
O similar to benzene
olo
18
Ar
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Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
Explanation
Check
Х
(Choose one)
OH
(Choose one)
OCH3
(Choose one)
OH
(Choose one)
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Assign R or S to all the chiral centers in each compound drawn below
porat
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9
Br
Br
Chapter 12A Solutions
Organic Chemistry (6th Edition)
Ch. 12A.1 - What is the mass of the molecular ion formed from...Ch. 12A.1 - Prob. 3PCh. 12A.2 - Prob. 6PCh. 12A.2 - What molecular ions would you expect for the...Ch. 12A.3 - The mass spectrum of 2,3-dimethylpentane also...Ch. 12A.3 - The base peak in the mass spectrum of 2, 2,...Ch. 12A - Problem-13.24 The mass spectrum of the following...Ch. 12A - Prob. 16PCh. 12A - Which compound gives a molecular ion at m/z= 122,...Ch. 12A - Propose two molecular formulas for each molecular...
Ch. 12A - Propose four possible structures for a hydrocarbon...Ch. 12A - Problem-13.29 What is the molecular formula for...Ch. 12A - Problem-13.30 Propose a molecular formula for rose...Ch. 12A - 13.31 Match each structure to its mass spectrum
Ch. 12A - 13.32 Propose two possible structures for a...
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- (c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forwardQ5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forward
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