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Organic Chemistry 1 Final - Part 2 of 3
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Problem 1
Problem 2
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Problem 11
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Problem 15
Problem 16
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Problem 20
Problem 21
Problem 22
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Problem 26
Problem 27
Organic Chemistry 1 Final - Part 2 of 3
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12. Alcohols, Ethers, Epoxides and Thiols / Alcohol Nomenclature / Problem 21
Problem 21
Determine
which alcohol in the given pair is more acidic. Explain your choice.
2-propanol and 2-propanethiol
A
2-propanol is more acidic because O is more electronegative than S.
B
2-propanethiol is more acidic because S is larger and more polarizable, so the conjugate base is more stable.
C
2-propanol is more acidic because O is smaller than S and a negative charge is more stable on a smaller atom.
D
2-propanethiol is more acidic because S is less electronegative and a negative charge is more stable on an atom of lower electronegativity.
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