Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 12, Problem 30P
List the following compounds in order from most reactive to least reactive toward nucleophilic addition:
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4. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a)
NHBoc
⚫OBn
HO.
H3C
CO2CH3
-OBn
H3C
H3C.
H3C.
NHBOC
CI
CO2CH3
Draw structures of the following compounds and identify their role:
mCPBA
(MCPBA)
DMS
Py
9-BBN
LAH
Sia₂BH
TsCI
PCC
t-BuOK
LDA
MeLi
n-BuLi
DMSO
DMF
Sodium Borohydride
Lithium DiisopropylAmide
2
Using Luther's rule, calculate the reference potential of the Hg2+/Hg redox electrode.
DATA: Electrode potentials E° = 0,854 V y E 0,788 V
Hg2+/Hg
2+
Hg2/Hg
Chapter 12 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 12.1 - Prob. 1PCh. 12.1 - Name the following compounds:Ch. 12.1 - Prob. 3PCh. 12.1 - Prob. 4PCh. 12.2 - Prob. 5PCh. 12.4 - Draw the structure for each of the following: a....Ch. 12.4 - Prob. 7PCh. 12.5 - What products are formed when the following...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Prob. 12PCh. 12.5 - Write the mechanism for the reaction of acetyl...Ch. 12.5 - Prob. 14PCh. 12.6 - Prob. 16PCh. 12.7 - Prob. 17PCh. 12.7 - Prob. 18PCh. 12.7 - Prob. 19PCh. 12.8 - Prob. 20PCh. 12.8 - Prob. 21PCh. 12.8 - Prob. 22PCh. 12.9 - Which of the following are a. hemiacetals? b....Ch. 12.9 - Prob. 24PCh. 12.9 - Prob. 25PCh. 12.10 - Prob. 26PCh. 12.11 - Prob. 27PCh. 12 - Draw the structure for each of the following: a....Ch. 12 - Prob. 29PCh. 12 - List the following compounds in order from most...Ch. 12 - Show the reagents required to form the primary...Ch. 12 - Fill in the boxes:Ch. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Prob. 38PCh. 12 - Prob. 39PCh. 12 - Show two ways the following compound could be...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - Prob. 51PCh. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 53P
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- For the following compound: HO -H Draw a mechanism for the tautomerization process under BASIC conditions: Mechanism A: H-O: H-OH H-O HH H-OO Mechanism B: H-Q Mechanism C: Θ OH H-O: Mechanism D: H-O H- H-OO C H-OO H- H- H-OO HH OH -H - HON H :OH H-Harrow_forwardidentify the product (or multiple products) for each of the following reactions: CI 1) NaNH2 (excess) ठ Cl 2) H₂O Hz H₂SO₂, H₂O HgSO Lindlar's catalyst 1) n-BuLi 2) 1)9-BBN 2) H₂O, NaOH ? Br H A B C afó gó H OA B O c OD E OF D E F H H Na, NHarrow_forwardIdentify the product (or multiple products) for each of the following reactions: ? or CI CI 1) NaNHz (excess) 2) H₂O OA OB O C OD OE OF H₂SO₂, H₂O Hq50. 1) n-BuLi 2) Br 1) 9-BBN 2) H₂O₂, NaOH A B H H متته D E H H H H C H H F H H H₂ Lindlar's catalyst Na NHarrow_forward
- Identify the product (or multiple products) for each of the following reactions: O A OB Oc OD OE OF CI CI 1) NaNH2 (excess) 2) H₂O H₂ H₂SO2, H₂O HgSO Lindlar's catalyst 1) n-BuLi 2) Br 1)9-BBN 2) H₂O₂, NaOH ? Na, NH3 C H A H H مننه مننه منن مننه H F H H E مند H D H Harrow_forwardFor the following compound: HO H Draw a mechanism for the tautomerization process under BASIC conditions: Mechanism A: + H-O: H-OH₂ H Mechanism B: H-Ö: HO-H H-OO -H H HH H H HH H-O: H-OO H-OO -H H e -H : OH Θ Mechanism C: Θ A : OH H-O: H H H-O-H 0. Mechanism D: e.. : OH :0 H H-O-H H-O: H-OO :O H -H H H сём H 0 :0 + H Θ H H H-arrow_forwardFor the following compound: H OH Draw a mechanism for the tautomerization process under ACIDIC conditions: Mechanism A: Θ :OH O O-H HO 0: Mechanism B: :O-H e.. Θ :OH Mechanism C: H HO-H :0: Θ 0: H H e.. : OH 0: "Θ HH O. :OH :OH O-H O-H Mechanism D: :OH H-OH₂ :OH HO-H 0: © O-H H HH 0: HHarrow_forward
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