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Multiple Choice
Rank the following compounds according to increasing water solubility: i) CH3-CH2-CH2-CH3 ii) CH3-CH2-O-CH2-CH3 iii) CH3-CH2-OH iv) CH3-OH
A
i < iii < iv < ii
B
i < ii < iv < iii
C
iii < iv < ii < i
D
i < ii < iii < iv
E
None of the above are correct.
Verified step by step guidance
1
Understand that water solubility is influenced by the presence of polar groups and hydrogen bonding capabilities in a molecule.
Identify the functional groups in each compound: i) CH3-CH2-CH2-CH3 is an alkane, ii) CH3-CH2-O-CH2-CH3 is an ether, iii) CH3-CH2-OH is an alcohol, and iv) CH3-OH is also an alcohol.
Recognize that alcohols generally have higher solubility in water due to their ability to form hydrogen bonds with water molecules, compared to ethers and alkanes.
Compare the alcohols: CH3-OH (methanol) has a smaller hydrophobic region compared to CH3-CH2-OH (ethanol), making methanol more soluble in water.
Rank the compounds based on the presence of polar groups and hydrogen bonding: i) CH3-CH2-CH2-CH3 (least soluble, no polar groups), ii) CH3-CH2-O-CH2-CH3 (ether, limited hydrogen bonding), iii) CH3-CH2-OH (ethanol, more hydrogen bonding), iv) CH3-OH (methanol, most hydrogen bonding).