ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
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Textbook Question
Chapter 9, Problem 9.34SP
Show how you would accomplish the following synthetic transformations. Show all intermediates.
- a. 2,2 — dibromobutane → but — 1 — yne
- b. 2,2 — dibromobutane → but — 2 — yne
- c. but — 1 — yne → oct — 3 — yne
- d. trans — hex — 2 — ene → hex — 2 — yne
- e. 2,2 — dibromohexane → hex — 1 — yne
- f. cyclodecyne → cis — cyclodecene
- g. cyclodecyne → trans — cyclodecene
- h. hex — 1 — yne → hexan — 2 — one, CH3COCH2CH2CH2CH3
- i. hex — 1 — yne → hexanal, CH3(CH2)4CHO
- j. trans — hex — 2 — ene → cis — hex — 2 — ene
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Students have asked these similar questions
. Which of the following can be both formed from bromoethane and converted directly into ethanal? CH3CH2Br → X → CH3CHO
a. CH3CH2OH
b. CH3OCH3
c. CH3COOH
d. H2C=CHBr
1.
Write the structure of the major organic product for reactions a, b and e?
H₂C
b. H₂c-
CH,
CH₂
Cold KMnO,
OH
A KMnO,
H
c. CH3CH₂-CH=CH-CH₂CH3 + H₂SO4 →
5.Synthesis. Make the following products from a suitable cyclic alkene starting material.
Look at the functional group PATTERN present in the molecule, including stereochemistry.
Br
CH 3
Br
CH3
Chapter 9 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
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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