Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 10, Problem 10.10P
Rank the following isomers in order of increasing boiling point.
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each pair of substrates below, choose the one that will react faster in a substitution reaction, assuming that:
1. the rate of substitution doesn't depend on nucleophile concentration and
2. the products are a roughly 50/50 mixture of enantiomers.
Substrate A
Substrate B
Faster Rate
X
Ś
CI
(Choose one)
(Choose one)
CI
Br
Explanation
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Br
(Choose one)
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NMR spectrum of ethyl acetate has signals whose chemical shifts are indicated below. Which hydrogen or set of hydrogens corresponds to the signal at
4.1 ppm? Select the single best answer.
The
H
O
HỌC—C—0—CH, CH,
2
A
ethyl acetate
H NMR: 1.3 ppm, 2.0 ppm, 4.1 ppm
Check
OA
B
OC
ch
B
C
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How many signals do you expect in the H NMR spectrum for this molecule?
Br Br
Write the answer below.
Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H
atoms that would contribute to the same signal as the H already highlighted red
Note for advanced students: In this question, any multiplet is counted as one signal.
1
Number of signals in the 'H NMR spectrum.
For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to
the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
Check
For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute
to the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
O
✓
No additional Hs to color in top
molecule
ง
No additional Hs to color in bottom…
Chapter 10 Solutions
Organic Chemistry
Ch. 10 - Prob. 10.1PCh. 10 - Problem 10.2 How many degrees of unsaturation are...Ch. 10 -
Problem 10.3 How many degrees of unsaturation...Ch. 10 - Give the IUPAC name for each alkene. abcdeCh. 10 - Give the IUPAC name for each polyfunctional...Ch. 10 - Problem 10.6 Label each C-C double bond as E or Z....Ch. 10 - Prob. 10.7PCh. 10 - Prob. 10.8PCh. 10 - Prob. 10.9PCh. 10 - Problem 10.10 Rank the following isomers in order...
Ch. 10 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10 - Prob. 10.12PCh. 10 - Problem 10.13 What product is formed when each...Ch. 10 - Prob. 10.14PCh. 10 - Problem 10.15 Draw the products formed when each...Ch. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Addition of HBr to which of the following alkenes...Ch. 10 - Problem 10.19 Draw the products, including...Ch. 10 - Prob. 10.20PCh. 10 - Problem 10.21 What two alkenes give rise to each...Ch. 10 - Prob. 10.22PCh. 10 - Problem 10.23 Draw the products of each reaction,...Ch. 10 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10 - Prob. 10.25PCh. 10 - Problem 10.26 What alkylborane is formed from...Ch. 10 - Draw the products formed when each alkene is...Ch. 10 - What alkene can be used to prepare each alcohol as...Ch. 10 - Prob. 10.29PCh. 10 - Draw the products of each reaction using the two...Ch. 10 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 10.34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 10.36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 10.39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 10.41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 10.43PCh. 10 - Prob. 10.44PCh. 10 - Prob. 10.45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 10.48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 10.50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 10.53PCh. 10 - Prob. 10.54PCh. 10 - Prob. 10.55PCh. 10 - 10.56 Draw a stepwise mechanism for the following...Ch. 10 - Prob. 10.57PCh. 10 - Draw a stepwise mechanism for the conversion of...Ch. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 10.61PCh. 10 - Prob. 10.62PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...Ch. 10 - 10.66 Explain why A is a stable compound but B is...Ch. 10 - Prob. 10.67PCh. 10 - Prob. 10.68PCh. 10 - 10.69 Lactones, cyclic esters such as compound A,...Ch. 10 - 10.70 Draw a stepwise mechanism for the following...Ch. 10 - 10.71 Like other electrophiles, carbocations add...Ch. 10 - 10.72 Draw a stepwise mechanism for the...
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- calculate the equilibrium concentration of H2 given that K= 0.017 at a constant temperature for this reaction. The inital concentration of HBr is 0.050 M.2HBr(g) ↔ H2(g) + Br2(g)a) 4.48 x 10-2 M b) 5.17 x 10-3 Mc) 1.03 x 10-2 Md) 1.70 x 10-2 Marrow_forwardtrue or falsegiven these two equilibria with their equilibrium constants:H2(g) + CI2(l) ↔ 2HCI(g) K= 0.006 CI2(l) ↔ CI2(g) K= 0.30The equilibrium contstant for the following reaction is 1.8H2(g) + CI2 ↔ 2HCI(g)arrow_forwardI2(g) + CI2(g) ↔ 2ICIK for this reaction is 81.9. Find the equilibrium concentration of I2 if the inital concentration of I2 and CI2 are 0.010 Marrow_forward
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