Chemistry: An Introduction to General, Organic, and Biological Chemistry (13th Edition)
13th Edition
ISBN: 9780134421353
Author: Karen C. Timberlake
Publisher: PEARSON
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Textbook Question
Chapter 12.3, Problem 12.24PP
Which compound in each of the following pairs would be more soluble in water? Explain.
a. CH3 - CH2 - CH3 or CH3 -CH2 -CHO
b. propanone or 3-hexanone
c. butanal or hexanal
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a) Write out the 3-step arrow pushing mechanism showing how 1-pentene is hydrated to make 2-pentanol.
b) Draw the other 2 alkenes(don’t forget cis/trans isomers!) that could also be hydrated to make 2-pentanol. Briefly explain why1-pentene is the best choice.
1. Which compound is expected to have a higher melting point, 1-pentanol or 1-pentanal? Explain
2. Which compound is expected to be more soluble in water, propanal or butanal? Explain.
3. Why is acetyl chloride more reactive towards hydrolysis than ethyl acetate?
Unknown Results -
Solubility Test:
- Slightly soluble
Ceric Ammounium Nitrate Test:
- Positive
Iron (III) Chloride Test:
- Negative
Chromic Acid Test:
- Positive
Iodoform Test:
- Negative
Luca's Test:
- Negative
The known alcohols tested in this experiment are:
Ethanol
1-Propanol
2-Propanol
1-Butanol
2-Pentanol
2-Methyl-2-propanol
1-Octanol
Phenol
Although you didn't carry out every test on all eight alcohols, you should be able to predict the results for the tests on the alcohols that you did not test.
If your unknown alcohol is one of these eight known alcohols, which do you think yours is? Can you definitely identify it? Explain your answer using your test results and predicted results.
Chapter 12 Solutions
Chemistry: An Introduction to General, Organic, and Biological Chemistry (13th Edition)
Ch. 12.1 - Give the IUPAC name for each of the following: a....Ch. 12.1 - Give the IUPAC name for each of the following: a....Ch. 12.1 - Prob. 12.3PPCh. 12.1 - Draw the condensed structural formula, or...Ch. 12.1 - Give the common name for each of the following: a....Ch. 12.1 - Prob. 12.6PPCh. 12.1 - Draw the condensed structural formula, or...Ch. 12.1 - Draw the condensed structural formula, or...Ch. 12.2 - Classify each of the following alcohols as primary...Ch. 12.2 - Classify each of the following alcohols as primary...
Ch. 12.2 - Prob. 12.11PPCh. 12.2 - Prob. 12.12PPCh. 12.2 - Give an explanation for each of the following...Ch. 12.2 - Give an explanation for each of the following...Ch. 12.3 - Identify each of the following compounds as an...Ch. 12.3 - Identify each of the following compounds as an...Ch. 12.3 - Give the common name for each of the following: a....Ch. 12.3 - Give the common name for each of the following: a....Ch. 12.3 - Give the IUPAC name for each of the following: a....Ch. 12.3 - Give the IUPAC name for each of the following: a....Ch. 12.3 - Draw the condensed structural formula for each of...Ch. 12.3 - Draw the condensed structural formula for each of...Ch. 12.3 - Which compound in each of the following pairs...Ch. 12.3 - Which compound in each of the following pairs...Ch. 12.4 - Write the balanced chemical equation for the...Ch. 12.4 - Write the balanced chemical equation for the...Ch. 12.4 - Prob. 12.27PPCh. 12.4 - Draw the condensed structural or line-angle...Ch. 12.4 - Draw the condensed structural or line-angle...Ch. 12.4 - Draw the condensed structural or line-angle...Ch. 12.4 - Draw the condensed structural formulas for the...Ch. 12.4 - Draw the condensed structural formulas for the...Ch. 12.4 - Prob. 12.33PPCh. 12.4 - Prob. 12.34PPCh. 12.4 - Oxybenzone is an effective sunscreen whose...Ch. 12.4 - Avobenzone is a common ingredient in sunscreen....Ch. 12 - Prob. 12.37UTCCh. 12 - The compound frambinone has the taste of...Ch. 12 - A compound called resveratrol is an antioxidant,...Ch. 12 - A compound called cinnamaldehyde is found in...Ch. 12 - Prob. 12.41UTCCh. 12 - Prob. 12.42UTCCh. 12 - Prob. 12.43APPCh. 12 - Classify each of the following alcohols as primary...Ch. 12 - Give the IUPAC name for each of the following...Ch. 12 - Give the IUPAC name for each of the following...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Which compound in each pair would be more soluble...Ch. 12 - Which compound in each pair would be more soluble...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Give the IUPAC name for each of the following:...Ch. 12 - Give the IUPAC name for each of the following:...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Which of the following aldehydes or ketones are...Ch. 12 - Which of the following aldehydes or ketones are...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Draw the condensed structural or line-angle...Ch. 12 - Prob. 12.63CPCh. 12 - Draw the condensed structural formulas and give...Ch. 12 - A compound with the formula C4H8O is synthesized...Ch. 12 - A compound with the formula C5H10O oxidizes to...Ch. 12 - Compound A is a primary alcohol whose formula is...Ch. 12 - Compound X is a secondary alcohol whose formula is...Ch. 12 - Prob. 21CICh. 12 - Prob. 22CICh. 12 - Prob. 23CICh. 12 - Prob. 24CICh. 12 - Prob. 25CICh. 12 - lonone is a compound that gives violets their...
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