Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 9.4, Problem 6P
Interpretation Introduction
a)
Interpretation:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction is to be stated.
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the triple bond in an alkyne. The resulting product has the hydroxyl group on the less highly substituted carbon which tautomerises to yield carbonyl compounds. Terminal
To state:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction.
b)
Interpretation Introduction
Interpretation:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction is to be stated.
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the triple bond in an alkyne. The resulting product has the hydroxyl group on the less highly substituted carbon which tautomerises to yield carbonyl compounds. Terminal alkynes give an aldehyde while non-terminal internal alkynes give a ketone.
To state:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction.
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Curved arrows are used to illustrate the flow of electrons. Follow
the curved arrows and draw the structure of the missing
reactants, intermediates, or products in the following mechanism.
Include all lone pairs. Ignore stereochemistry. Ignore inorganic
byproducts.
H
Br2 (1 equiv)
H-
Select to Draw
Starting Alkene
Draw Major
Product
I
I
H2O
四:
⑦..
Q
Draw Major
Charged
Intermediate
I
NH (aq)+CNO (aq) → CO(NH2)2(s)
Experiment
[NH4] (M) [CNO] (M) Initial rate (M/s)
1
0.014
0.02
0.002
23
0.028
0.02
0.008
0.014
0.01
0.001
Calculate the rate contant for this reaction using the data provided in the table.
2CIO2 + 20H-1 CIO31 + CIO2 + H2O
Experiment
[CIO2], M
[OH-1], M
1
0.0500
0.100
23
2
0.100
0.100
3
0.100
0.0500
Initial Rate, M/s
0.0575
0.230
0.115
...
Given this date, calculate the overall order of this reaction.
Chapter 9 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Ch. 9.1 - Prob. 1PCh. 9.1 - Prob. 2PCh. 9.3 - What products would you expect from the following...Ch. 9.4 - Prob. 4PCh. 9.4 - Prob. 5PCh. 9.4 - Prob. 6PCh. 9.4 - Prob. 7PCh. 9.5 - Using any alkyne needed, how would you prepare the...Ch. 9.7 - The pKa of acetone, CH3COCH3, is 19.3. Which of...Ch. 9.8 - Prob. 10P
Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
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