a. Malic acid in water НО—С— СНСН, —С—ОН ОН Malic acid b. Naphthalene in water e. Succinic acid in hexane (Note: the polarity of hexane is similar to that of petroleum ether.) Naphthalene c. Amphetamine in ethyl alcohol HO-- CH,CH, --oH NH2 НО —С— СН,CH, —С—ОН CH,CHCH3 Succinic acid f. Ibuprofen in diethyl ether Amphetamine CH3 CH3 0 d. Aspirin in water CH,CHCH, -toH — СH— СОН ОН Ibuprofen 0-Ç-CH3 || g. 1-Decanol (n-decyl alcohol) in water CH,(CH,),H,OH Aspirin 1-Decanol

Chemistry: Matter and Change
1st Edition
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
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Chapter21: Hydrocarbons
Section: Chapter Questions
Problem 101A
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For each of the following pairs of solute and solvent, predict whether the solute would be soluble or insoluble. After making your predictions, you can check your answers by looking up the compounds in The Merck Index or the CRC Handbook of Chemistry and Physics. Generally, The Merck Index is the easier reference book to use. If the substance has a solubility greater than 40 mg/mL, you may conclude that it is soluble.

a. Malic acid in water
НО—С— СНСН, —С—ОН
ОН
Malic acid
b. Naphthalene in water
e. Succinic acid in hexane (Note: the polarity of hexane is similar to that of
petroleum ether.)
Naphthalene
c. Amphetamine in ethyl alcohol
HO-- CH,CH, --oH
NH2
НО —С— СН,CH, —С—ОН
CH,CHCH3
Succinic acid
f. Ibuprofen in diethyl ether
Amphetamine
CH3
CH3 0
d. Aspirin in water
CH,CHCH, -toH
— СH— СОН
ОН
Ibuprofen
0-Ç-CH3
||
g. 1-Decanol (n-decyl alcohol) in water
CH,(CH,),H,OH
Aspirin
1-Decanol
Transcribed Image Text:a. Malic acid in water НО—С— СНСН, —С—ОН ОН Malic acid b. Naphthalene in water e. Succinic acid in hexane (Note: the polarity of hexane is similar to that of petroleum ether.) Naphthalene c. Amphetamine in ethyl alcohol HO-- CH,CH, --oH NH2 НО —С— СН,CH, —С—ОН CH,CHCH3 Succinic acid f. Ibuprofen in diethyl ether Amphetamine CH3 CH3 0 d. Aspirin in water CH,CHCH, -toH — СH— СОН ОН Ibuprofen 0-Ç-CH3 || g. 1-Decanol (n-decyl alcohol) in water CH,(CH,),H,OH Aspirin 1-Decanol
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