
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
9th Edition
ISBN: 9781305922198
Author: John E. McMurry
Publisher: CENGAGE L
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Textbook Question
Chapter 19.11, Problem 17P
β-Carotene, a yellow food-coloring agent and dietary source of vitamin A can be prepared by a double Wittig reaction between 2 equivalents of β-ionylideneacetaldehyde and a diylide. Show the structure of the β-carotene product.

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Decide whether these proposed Lewis structures are reasonable.
proposed Lewis structure
Yes.
Is the proposed Lewis structure reasonable?
Cl-
: 2:
:Z:
:Z:
N—N
: 0:
C C1:
O CO
No, it has the wrong number of valence electrons.
The correct number is: ☐
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* ☐
Yes.
No, it has the wrong number of valence electrons.
The correct number is: ☐
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* |
Yes.
No, it has the wrong number of valence electrons.
The correct number is:
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* |
If two or more atoms of the same element don't satisfy the octet rule, just enter the chemical symbol as many
times as necessary. For example, if two oxygen atoms don't satisfy the octet rule, enter "0,0".
☑
Use the observations about each chemical reaction in the table below to decide the sign (positive or negative) of the reaction enthalpy AH and reaction entropy
AS.
Note: if you have not been given enough information to decide a sign, select the "unknown" option.
reaction
observations
conclusions
ΔΗ is
(pick one)
A
This reaction is faster above 103. °C than
below.
AS is
(pick one)
ΔΗ is
(pick one)
B
This reaction is spontaneous only above
-9. °C.
AS is
(pick one)
ΔΗ is
(pick one)
C
The reverse of this reaction is always
spontaneous.
AS is
(pick one)
18
Ar
Use the observations about each chemical reaction in the table below to decide the sign (positive or negative) of the reaction enthalpy AH and reaction entropy
AS.
Note: if you have not been given enough information to decide a sign, select the "unknown" option.
reaction
observations
conclusions
A
The reverse of this reaction is always
spontaneous but proceeds slower at
temperatures below 41. °C.
ΔΗ is
(pick one)
AS is
(pick one)
ΔΗ is
(pick one)
B
This reaction is spontaneous except above
94. °C.
AS is
(pick one)
This reaction is always spontaneous, but
ΔΗ is
(pick one)
C
proceeds slower at temperatures below
−14. °C.
AS is
(pick one)
Х
00.
18
Ar
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B
1
1
Chapter 19 Solutions
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
Ch. 19.1 - Prob. 1PCh. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3PCh. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7PCh. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9PCh. 19.8 - Show the products you would obtain by...
Ch. 19.8 - Prob. 11PCh. 19.8 - Prob. 12PCh. 19.9 - Prob. 13PCh. 19.10 - Prob. 14PCh. 19.10 - Prob. 15PCh. 19.11 - What carbonyl compound and what phosphorus ylide...Ch. 19.11 - -Carotene, a yellow food-coloring agent and...Ch. 19.12 - Prob. 18PCh. 19.12 - Prob. 19PCh. 19.13 - Prob. 20PCh. 19.13 - Treatment of 2-cyclohexenone with HCN/KCN yields a...Ch. 19.13 - How might conjugate addition reactions of lithium...Ch. 19.14 - How might you use IR spectroscopy to determine...Ch. 19.14 - Prob. 24PCh. 19.14 - Prob. 25PCh. 19.14 - Prob. 26PCh. 19.SE - Each of the following substances can be prepared...Ch. 19.SE - Prob. 28VCCh. 19.SE - Prob. 29VCCh. 19.SE - Prob. 30MPCh. 19.SE - Prob. 31MPCh. 19.SE - Prob. 32MPCh. 19.SE - Prob. 33MPCh. 19.SE - Prob. 34MPCh. 19.SE - Prob. 35MPCh. 19.SE - It is not uncommon for organic chemists to prepare...Ch. 19.SE - Prob. 37MPCh. 19.SE - Prob. 38MPCh. 19.SE - Prob. 39MPCh. 19.SE - Prob. 40MPCh. 19.SE - Aldehydes and ketones react with thiols to yield...Ch. 19.SE - Prob. 42MPCh. 19.SE - When cyclohexanone is heated in the presence of a...Ch. 19.SE - Prob. 44MPCh. 19.SE - The Meerwein-Ponndorf-Verley reaction involves...Ch. 19.SE - Propose a mechanism to account for the formation...Ch. 19.SE - Prob. 47MPCh. 19.SE - Prob. 48MPCh. 19.SE - Treatment of an , -unsaturated ketone with basic...Ch. 19.SE - Prob. 50MPCh. 19.SE - Prob. 51MPCh. 19.SE - Prob. 52MPCh. 19.SE - Prob. 53MPCh. 19.SE - Prob. 54APCh. 19.SE - Draw and name the seven aldehydes and ketones with...Ch. 19.SE - Give IUPAC names for the following compounds:Ch. 19.SE - Draw structures of compounds that fit the...Ch. 19.SE - Predict the products of the reaction of (1)...Ch. 19.SE - Show how you might use a Wittig reaction to...Ch. 19.SE - How would you use a Grignard reaction on an...Ch. 19.SE - Prob. 61APCh. 19.SE - Prob. 62APCh. 19.SE - How would you synthesize the following substances...Ch. 19.SE - Carvone is the major constituent of spearmint oil....Ch. 19.SE - How would you synthesize the following compounds...Ch. 19.SE - At what position would you expect to observe IR...Ch. 19.SE - Acidcatalyzed dehydration of...Ch. 19.SE - Choose the structure that best fits the IR...Ch. 19.SE - Propose structures for molecules that meet the...Ch. 19.SE - Prob. 70APCh. 19.SE - Prob. 71APCh. 19.SE - When 4hydroxybutanal is treated with methanol in...Ch. 19.SE - Prob. 73APCh. 19.SE - Prob. 74APCh. 19.SE - Prob. 75APCh. 19.SE - Prob. 76APCh. 19.SE - Prob. 77APCh. 19.SE - Tamoxifen is a drug used in the treatment of...Ch. 19.SE - Compound A, MW 86, shows an IR absorption at 1730...Ch. 19.SE - Compound B is isomeric with A (Problem 19-79) and...Ch. 19.SE - The 1HNMR spectrum shown is that of a compound...Ch. 19.SE - Prob. 82APCh. 19.SE - Propose structures for ketones or aldehydes that...Ch. 19.SE - Prob. 84APCh. 19.SE - Prob. 85APCh. 19.SE - The proton and carbon NMR spectra for each of...Ch. 19.SE - The proton NMR spectrum for a compound with...
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