Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 17CTQ
For each proposed set of resonance structures:
a. (E) Add curved arrows (starting from left) to show how each successive r.s. was generated.
b. Cross out any resonance structures that are NOT important, and explain your reasoning.
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2) Draw the correct chemical structure (using line-angle drawings / "line structures") from their
given IUPAC name:
a.
(E)-1-chloro-3,4,5-trimethylhex-2-ene
b. (Z)-4,5,7-trimethyloct-4-en-2-ol
C. (2E,6Z)-4-methylocta-2,6-diene
පිපිම
Draw curved arrows to represent the flow of electrons in the reaction on the left
Label the reactants on the left as either "Acid" or "Base"
(iii) Decide which direction the equilibrium arrows will point in each reaction, based on
the given pk, values
(a)
+
H-O
H
3-H
+
(c)
H"
H
+
H****H
000
44-00
NH₂
(e)
i
Дон
OH
Ө
NH
3) Label the configuration in each of the following alkenes as E, Z, or N/A (for
non-stereogenic centers).
00
E
000
N/A
E
Br
N/A
N/A
(g)
E
N/A
OH
E
(b)
Oz
N/A
Br
(d)
00
E
Z
N/A
E
(f) Oz
N/A
E
(h)
Z
N/A
Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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- 6) Fill in the missing Acid, pKa value, or conjugate base in the table below: Acid HCI Approximate pK, -7 Conjugate Base H-C: Hydronium (H₂O') -1.75 H-O-H Carboxylic Acids (RCOOH) Ammonium (NH4) 9.24 Water (H₂O) H-O-H Alcohols (ROH) RO-H Alkynes R--H Amines 25 25 38 HOarrow_forward5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least acidic), and choose the justification(s) for each ranking. (a) OH V SH я вон CH most acidic (lowst pKa) least acidic (highest pKa) Effect(s) Effect(s) Effect(s) inductive effect O inductive effect O inductive effect electronegativity electronegativity O electronegativity resonance polarizability resonance polarizability O resonance O polarizability hybridization Ohybridization O hybridization оarrow_forwardHow negatively charged organic bases are formed.arrow_forward
- Nonearrow_forward1) For the following molecules: (i) Label the indicated alkenes as either cis (Z), trans (E), or N/A (for non-stereogenic centers) by bubbling in the appropriate label on the molecule. (ii) Complete the IUPAC name located below the structure (HINT: Put the letter of the configuration in parentheses at the beginning of the name!) E z N/A ()-3,4,6-trimethylhept-2-ene E Oz O N/A ()-3-ethyl-1-fluoro-4-methylhex-3-ene E -+- N/A Me )-2,3-dimethylpent-2-ene (d) (b) E O N/A Br ()-5-bromo-1-chloro-3-ethyloct-4-ene ОЕ Z N/A Et (___)-3-ethyl-4-methylhex-3-ene E (f) Oz N/A z N/A HO (4.7)-4-(2-hydroxyethyl)-7-methylnona-4,7-dien-2-onearrow_forwardO 9:21AM Tue Mar 4 ## 64% Problem 51 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H :0: CI. AI :CI: :CI: Cl AI Select to Add Arrows Select to Add Arrows O: Cl :CI: :0: H CI: CI CO Select to Add Arrows Select to Add Arrows :O: CI :0: Cl. 10: AIarrow_forward
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