ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Textbook Question
Chapter 1.SE, Problem 44AP
Quetiapine, marketed as Seroquel, is a heavily prescribed antipsychotic drug used in the treatment of schizophrenia and bipolar disorder. Convert the following representation into a skeletal structure, and give the molecular formula of quetiapine.

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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 1 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 1.3 - Give the ground-state electron configuration for...Ch. 1.3 - How many electrons does each of the following...Ch. 1.4 - Prob. 3PCh. 1.4 - Convert the following representation of ethane,...Ch. 1.4 - What are likely formulas for the following...Ch. 1.4 - Prob. 6PCh. 1.4 - Prob. 7PCh. 1.7 - Draw a line-bond structure for propane, CH3CH2CH3....Ch. 1.7 - Convert the following molecular model of hexane, a...Ch. 1.8 - Draw a line-bond structure for propene, CH3CH=CH2....
Ch. 1.8 - Draw a line-bond structure for 1, 3-butadiene,...Ch. 1.8 - Following is a molecular model of aspirin...Ch. 1.9 - Draw a line-bond structure for propyne, CH3C≡CH....Ch. 1.10 - Prob. 14PCh. 1.12 - Prob. 15PCh. 1.12 - Prob. 16PCh. 1.12 - The following molecular model is a representation...Ch. 1.SE - Convert each of the following molecular models...Ch. 1.SE - The following model is a representation of citric...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - How many valence electrons does each of the...Ch. 1.SE - Give the ground-state electron configuration for...Ch. 1.SE - Prob. 24APCh. 1.SE - Prob. 25APCh. 1.SE - Draw an electron-dot structure for acetonitrile,...Ch. 1.SE - Draw a line-bond structure for vinyl chloride,...Ch. 1.SE - Fill in any nonbonding valence electrons that are...Ch. 1.SE - Convert the following line-bond structures into...Ch. 1.SE - Convert the following molecular formulas into...Ch. 1.SE - Prob. 31APCh. 1.SE - Oxaloacetic acid, an important intermediate in...Ch. 1.SE - Prob. 33APCh. 1.SE - Potassium methoxide, KOCH3, contains both covalent...Ch. 1.SE - What is the hybridization of each carbon atom in...Ch. 1.SE - Prob. 36APCh. 1.SE - Prob. 37APCh. 1.SE - What bond angles do you expect for each of the...Ch. 1.SE - Propose structures for molecules that meet the...Ch. 1.SE - What kind of hybridization do you expect for each...Ch. 1.SE - Pyridoxal phosphate, a close relative of vitamin...Ch. 1.SE - Prob. 42APCh. 1.SE - Prob. 43APCh. 1.SE - Quetiapine, marketed as Seroquel, is a heavily...Ch. 1.SE - Tell the number of hydrogens bonded to each carbon...Ch. 1.SE - Why do you suppose no one has ever been able to...Ch. 1.SE - Allene, H2C=C=CH2, is somewhat unusual in that it...Ch. 1.SE - Allene (see Problem 1-47) is structurally related...Ch. 1.SE - Complete the electron-dot structure of caffeine,...Ch. 1.SE - Most stable organic species have tetravalent...Ch. 1.SE - A carbanion is a species that contains a...Ch. 1.SE - Divalent carbon species called carbenes are...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - Prob. 56APCh. 1.SE - Among the most common over-the-counter drugs you...
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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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