EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Chapter 13.1, Problem 4P
Interpretation Introduction
Interpretation: Remove a proton from the alpha carbon of
Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the
Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.
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What would be the best choices for the missing reagents 1 and 3 in this synthesis?
1. PPh3
2
2. n-BuLi
3
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.
Predict the products of this organic reaction:
NaBH3CN
+
NH2
?
H+
Click and drag to start drawing a
structure.
×
Predict the organic products that form in the reaction below:
+ OH
+H
H+
➤ ☑ X -
Y
Note: You may assume you have an excess of either reactant if the reaction requires more than one of those molecules to form the products.
In the drawing area below, draw the skeletal ("line") structures of the missing organic products X and Y. You may draw the structures in any arrangement that
you like, so long as they aren't touching.
Click and drag to start drawing a
structure.
G
Chapter 13 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2PCh. 13.1 - Prob. 3PCh. 13.1 - Prob. 4PCh. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6PCh. 13.2 - Prob. 7PCh. 13.3 - Prob. 8PCh. 13.3 - Prob. 9PCh. 13.3 - Prob. 10P
Ch. 13.4 - Prob. 11PCh. 13.5 - Prob. 12PCh. 13.5 - Prob. 13PCh. 13.6 - Prob. 14PCh. 13.7 - Prob. 16PCh. 13.8 - Prob. 17PCh. 13.8 - Prob. 18PCh. 13.8 - Prob. 19PCh. 13.9 - Prob. 20PCh. 13.10 - Propose a mechanism for the formation of...Ch. 13.10 - Prob. 22PCh. 13.10 - a. If the biosynthesis of palmitic acid were...Ch. 13 - Draw the enol tautomers for each of the following...Ch. 13 - Number the following compounds in order from...Ch. 13 - Prob. 26PCh. 13 - Explain why the pKa of a hydrogen bonded to the...Ch. 13 - Prob. 28PCh. 13 - Prob. 29PCh. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - Prob. 32PCh. 13 - Prob. 33PCh. 13 - Using cyclopentanone as the reactant, show the...Ch. 13 - Prob. 35PCh. 13 - Prob. 36PCh. 13 - Prob. 37PCh. 13 - Prob. 38PCh. 13 - Prob. 39PCh. 13 - Prob. 40PCh. 13 - Prob. 41PCh. 13 - Prob. 42PCh. 13 - Prob. 43PCh. 13 - Prob. 44PCh. 13 - Describe how the following compounds can be...Ch. 13 - Prob. 46PCh. 13 - Which would require a higher temperature:...Ch. 13 - Prob. 48PCh. 13 - Propose a mechanism for the following reaction:Ch. 13 - Show how the following compounds could be...Ch. 13 - Prob. 51PCh. 13 - Prob. 52P
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- Predict the organic products that form in the reaction below: OH H+ H+ + ☑ Y Note: You may assume you have an excess of either reactant if the reaction requires more than one of those molecules to form the products. In the drawing area below, draw the skeletal ("line") structures of the missing organic products X and Y. You may draw the structures in any arrangement that you like, so long as they aren't touching. Click and drag to start drawing a structure. ✓ marrow_forwardDetermine the structures of the missing organic molecules in the following reaction: + H₂O +H H+ Y Z ☑ ☑ Note: Molecules that share the same letter have the exact same structure. In the drawing area below, draw the skeletal ("line") structures of the missing organic molecules X, Y, and Z. You may draw the structures in any arrangement that you like, so long as they aren't touching. Molecule X shows up in multiple steps, but you only have to draw its structure once. Click and drag to start drawing a structure. AP +arrow_forwardPlease help, this is all the calculations i got!!! I will rate!!!Approx mass of KMnO in vial: 3.464 4 Moss of beaker 3×~0. z Nax200: = 29.9219 Massof weacerv after remosimgain N2C2O4. Need to fill in all the missing blanks. ง ง Approx mass of KMnO4 in vials 3.464 Mass of beaker + 3x ~0-304: 29.9219 2~0.20 Miss of beaker + 2x- 29.7239 Mass of beaker + 1x~0.2g Naz (204 29-5249 Mass of beaver after removing as qa Na₂ C₂O T1 T2 T3 Final Buiet reading Initial butet reading (int)) Hass of NaOr used for Titration -reading (mL) calculation Results: 8.5ml 17mL 27.4mL Oml Om Oml T1 T2 T3 Moles of No CO Moles of KMO used LOF KM. O used Molenty of KMNO Averagem Of KMOWLarrow_forward
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- Draw the condensed structure of 4-hydroxy-3-methylbutanal. Click anywhere to draw the first atom of your structure.arrow_forwardUsing the bond energy values, calculate the energy that must be supplied or is released upon the polymerization of 755 monomers. If energy must be supplied, provide a positive number; if energy is released, provide a negative number. Hint: Avogadro’s number is 6.02 × 1023.arrow_forward-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_forward
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