Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Textbook Question
Chapter 9.9C, Problem 9.12P
Show how you would convert
- a. oct-3-yne to cis-oct-3-ene.
- b. pent-2-yne to trans-pent-2-ene.
- c. cis-cyclodecene to trans-cyclodecene.
- d. but-1-yneto cis-hex-3-ene
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1. Give the structure corresponding to each name.
a. 4-ethyl-3-heptanol
b. 3-chloro-1,2-propanediol
c. diisobutyl ether
d. 1,2-epoxy-1,3,3-trimethylcyclohexane
e. 1-ethoxy-3-ethylheptane
Reagents
a. C6H5CHO
b. NaOH, ethanol
h. BrCH2CH=CH2
i.
Na* OEt, ethanol
j. Br2, H*
k. K* t-BuO
c. Pyrrolidine, cat. H*
d. H2C=CHCN
e. H3O*
f.
I. CH2(CO2ET)2
-CH2CH2CN
LDA
m. heat
g. ELOC(=0)CO2ET
Select reagents from the table to synthesize this compound from cyclopentanone.
Enter the letters of the chosen reagents, in the order that you wish to use them, without spaces or punctuation (i.e. geda).
2-Methyl-2-butene reacts with HBr in the presence of peroxide to give
a. a secondary alkyl bromide.
b. a primary alkyl bromide.
c. a tertiary alkyl bromide.
d. a vicinal dibromide.
Chapter 9 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global 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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- Consider 3-methylpent-2-ene, if it undergoes hydroboration, which of the following final product is formed? a. 3-methylpent-2-en-2-ol b. 3-methylpentan-3-ol c. 3-methylpentan-2-ol d. 2-methylpentan-3-olarrow_forwardCH2 H3C H3C COOH Reagents e. PB13 f. NaCN then H3O* g. NBS, CCI4 h. CrO3, H2SO4 а. HBr b. Mg, ether c. CO2, ether then H3O* d. BH3, THF then H2O2, OH"arrow_forward2. Draw structures corresponding to the each name. a. 5,6-dimethylhept-2-yne b. cis-1-ethynyl-2-methylcyclopentane 5-tert-butyl-6,6-dimethylnon-3-yne C.arrow_forward
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