Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 9, Problem 9.21P
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What is the missing reactant R in this organic reaction?
་ ་ ་ ་ ་ ་ ་ ་ ་ ་
+R
H3O+
• Draw the structure of R in the drawing area below.
N
• Be sure to use wedge and dash bonds if it's necessary to draw one particular enantiomer.
Click and drag to start drawing a
structure.
Write the systematic name of each organic molecule:
H
structure
H
OH
OH
H
OH
name
☐
OH
Determine whether each of the following molecules is a hemiacetal, acetal, or neither and select the appropriate box in the table.
CH3O
OH
OH
OH
hemiacetal
acetal
neither
hemiacetal
acetal
neither
X
Chapter 9 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 9 - Prob. 9.1PCh. 9 - Prob. 9.2PCh. 9 - Prob. 9.3PCh. 9 - Prob. 9.4PCh. 9 - Prob. 9.5PCh. 9 - Prob. 9.6PCh. 9 - Prob. 9.7PCh. 9 - Prob. 9.8PCh. 9 - Prob. 9.9PCh. 9 - Prob. 9.10P
Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Prob. 9.15PCh. 9 - Prob. 9.16PCh. 9 - Prob. 9.17PCh. 9 - Prob. 9.18PCh. 9 - Prob. 9.19PCh. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Prob. 9.24PCh. 9 - Prob. 9.25PCh. 9 - Prob. 9.26PCh. 9 - Prob. 9.27PCh. 9 - Prob. 9.28PCh. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Prob. 9.31PCh. 9 - Prob. 9.32PCh. 9 - Prob. 9.33PCh. 9 - Prob. 9.34PCh. 9 - Prob. 9.35PCh. 9 - Prob. 9.36PCh. 9 - Prob. 9.37PCh. 9 - Prob. 9.38PCh. 9 - Prob. 9.39PCh. 9 - Prob. 9.40PCh. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - Prob. 9.44PCh. 9 - Prob. 9.45PCh. 9 - Prob. 9.46PCh. 9 - Prob. 9.47PCh. 9 - Prob. 9.48PCh. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 9 - Prob. 9.52PCh. 9 - Prob. 9.53PCh. 9 - Prob. 9.54PCh. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - Prob. 9.58PCh. 9 - Prob. 9.59PCh. 9 - Prob. 9.60PCh. 9 - Prob. 9.61PCh. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - Prob. 9.64PCh. 9 - Prob. 9.65PCh. 9 - Prob. 9.66PCh. 9 - Prob. 9.67PCh. 9 - Prob. 9.68PCh. 9 - Prob. 9.69PCh. 9 - Prob. 9.70PCh. 9 - Prob. 9.71PCh. 9 - Prob. 9.72PCh. 9 - Prob. 9.73PCh. 9 - Prob. 9.74PCh. 9 - Prob. 9.75PCh. 9 - Prob. 9.76PCh. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - Prob. 9.79PCh. 9 - Prob. 9.80PCh. 9 - Prob. 9.81PCh. 9 - Prob. 9.82PCh. 9 - Prob. 9.83PCh. 9 - Prob. 9.84PCh. 9 - Prob. 9.1YTCh. 9 - Prob. 9.2YTCh. 9 - Prob. 9.3YTCh. 9 - Prob. 9.4YTCh. 9 - Prob. 9.5YTCh. 9 - Prob. 9.6YTCh. 9 - Prob. 9.7YTCh. 9 - Prob. 9.8YTCh. 9 - Prob. 9.9YTCh. 9 - Prob. 9.10YTCh. 9 - Prob. 9.11YTCh. 9 - Prob. 9.12YTCh. 9 - Prob. 9.13YTCh. 9 - Prob. 9.14YTCh. 9 - Prob. 9.15YT
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- -AG|F=2E|V 3. Before proceeding with this problem you may want to glance at p. 466 of your textbook where various oxo-phosphorus derivatives and their oxidation states are summarized. Shown below are Latimer diagrams for phosphorus at pH values at 0 and 14: Acidic solution -0.93 +0.38 -0.51 -0.06 H3PO4 →H4P206 H3PO3 H3PO2 → P→ PH3 -0.28 -0.50 → -0.50 Basic solution 3-1.12 -1.57 -2.05 -0.89 PO HPO →→H2PO2 P PH3 -1.73 a) Under acidic conditions, H3PO4 can be reduced into H3PO3 directly (-0.28V), or via the formation and reduction of H4P2O6 (-0.93/+0.38V). Calculate the values of AG's for both processes; comment. (3 points) 0.5 PH, 0.0 -0.5- 2 3 9 3 -1.5 -2.0 Pa H,PO H,PO H,PO -3 -1 0 2 4 Oxidation state, N 2 b) Frost diagram for phosphorus under acidic conditions is shown. Identify possible disproportionation and comproportionation processes; write out chemical equations describing them. (2 points) c) Elemental phosphorus tends to disproportionate under basic conditions. Use data in…arrow_forwardThese two reactions appear to start with the same starting materials but result in different products. How do the chemicals know which product to form? Are both products formed, or is there some information missing that will direct them a particular way?arrow_forwardWhat would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 3 1 2 2. n-BuLi • Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Explanation Check Click and drag to start drawing a structure. 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Priva ×arrow_forward
- Predict the products of this organic reaction: Explanation Check IN NaBH3CN H+ ? Click and drag to start drawing a structure. D 5 C +arrow_forwardPredict the products of this organic reaction: H3O+ + ? • Draw all the reasonable products in the drawing area below. If there are no products, because no reaction will occur, check the box under the drawing area. • Include both major and minor products, if some of the products will be more common than others. • Be sure to use wedge and dash bonds if you need to distinguish between enantiomers. No reaction. Click and drag to start drawing a structure. dmarrow_forwardIarrow_forward
- Draw the anti-Markovnikov product of the hydration of this alkene. this problem. Note for advanced students: draw only one product, and don't worry about showing any stereochemistry. Drawing dash and wedge bonds has been disabled for esc esc ☐ Explanation Check F1 1 2 F2 # 3 F3 + $ 14 × 1. BH THE BH3 2. H O NaOH '2 2' Click and drag to start drawing a structure. F4 Q W E R A S D % 905 LL F5 F6 F7 © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility < & 6 7 27 8 T Y U G H I F8 F9 F10 F11 F12 9 0 J K L P + // command option Z X C V B N M H H rol option commandarrow_forwardAG/F-2° V 3. Before proceeding with this problem you may want to glance at p. 466 of your textbook where various oxo-phosphorus derivatives and their oxidation states are summarized. Shown below are Latimer diagrams for phosphorus at pH values at 0 and 14: -0.93 +0.38 -0.50 -0.51 -0.06 H3PO4 →H4P206 →H3PO3 →→H3PO₂ → P → PH3 Acidic solution Basic solution -0.28 -0.50 3--1.12 -1.57 -2.05 -0.89 PO HPO H₂PO₂ →P → PH3 -1.73 a) Under acidic conditions, H3PO4 can be reduced into H3PO3 directly (-0.28V), or via the formation and reduction of H4P206 (-0.93/+0.38V). Calculate the values of AG's for both processes; comment. (3 points) 0.5 PH P 0.0 -0.5 -1.0- -1.5- -2.0 H.PO, -2.3+ -3 -2 -1 1 2 3 2 H,PO, b) Frost diagram for phosphorus under acidic conditions is shown. Identify possible disproportionation and comproportionation processes; write out chemical equations describing them. (2 points) H,PO 4 S Oxidation stale, Narrow_forward4. For the following complexes, draw the structures and give a d-electron count of the metal: a) Tris(acetylacetonato)iron(III) b) Hexabromoplatinate(2-) c) Potassium diamminetetrabromocobaltate(III) (6 points)arrow_forward
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