
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 9.9F, Problem 9.19P
When pent-2-yne reacts with mercuric sulfate in dilute sulfuric acid, the product is a mixture of two
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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box.
Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below.
Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first
stable product you expect to form in solution.
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✗MgBr
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O
CI
Will the first product that forms in this reaction
create a new C-C bond?
Yes
No
•
?
Will the first product that forms in this reaction
create a new CC bond?
Yes
No
×
: ☐
X
Predict the major products of this organic reaction:
OH
NaBH4
H
?
CH3OH
Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry.
Click and drag to start drawing a
structure.
☐ :
S
Predict the major products of this organic reaction:
1. LIAIHA
2. H₂O
?
Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry.
Click and drag to start drawing a
structure.
X
: ☐
Chapter 9 Solutions
Organic Chemistry (9th Edition)
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
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- For each reaction below, decide if the first stable organic product that forms in solution will create a new C - C bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. NH2 tu ? ? OH Will the first product that forms in this reaction create a new CC bond? Yes No Will the first product that forms in this reaction create a new CC bond? Yes No C $ ©arrow_forwardAs the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C-C bond as its major product: 1. MgCl ? 2. H₂O* If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. This reaction will not make a product with a new CC bond. G marrow_forwardIncluding activity coefficients, find [Hg22+] in saturated Hg2Br2 in 0.00100 M NH4 Ksp Hg2Br2 = 5.6×10-23.arrow_forward
- give example for the following(by equation) a. Converting a water insoluble compound to a soluble one. b. Diazotization reaction form diazonium salt c. coupling reaction of a diazonium salt d. indacator properties of MO e. Diazotization ( diazonium salt of bromobenzene)arrow_forward2-Propanone and ethyllithium are mixed and subsequently acid hydrolyzed. Draw and name the structures of the products.arrow_forward(Methanesulfinyl)methane is reacted with NaH, and then with acetophenone. Draw and name the structures of the products.arrow_forward
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- As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will its major product: 2,0° with a new C-C bond as If this reaction will work, draw the major organic product or products you would expect in the drawing aree below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and desh bonds if necessary, for example to distinguish between major products with different stereochemistry. If the major products of this reaction won't have a new C-C bond, just check the box under the drawing area and leave it blank.arrow_forwardwrite the mechanism of the nucleophilic acyl substitution reaction, please give an examplearrow_forwardThe compound in the figure is reacted with 10 n-butyllihium, 2° propanone, and 3º H2O. Draw and name the products obtained. SiMe3arrow_forward
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