1A. Rank the nucleophiles from strongest to weakest. Cl- > H2O > OH- H2O > Cl- >

1a.OH- > Cl- > H2O OH- is strongest nucleophile 1B. OH- 1C SN2 1D protic solvent 1E SN2

ID: 901277 • Letter: 1

Question

1A. Rank the nucleophiles from strongest to weakest.

Cl- > H2O > OH-

H2O > Cl- > OH-

OH- > H2O > Cl-

OH- > Cl- > H2O

Questions 1B-1E: You want to convert (R)-2-bromobutane to (S)-2-butanol.

1B. What nucleophile would you use?

HCl

H2O

OH-

1C. What is the predicted mechanism?

SN1

SN2

neither

other

1D. I would use a polar ____ solvent like ___.

protic

aprotic

ethanol

acetone

water

1E. If the product of this reaction is a racemic mixture of (S)-2-butanol and (R)-2-butanol, this means:

you should do the experiment over again

the mechanism is SN1

the mechanism is SN2

1a.OH- > Cl- > H2O OH- is strongest nucleophile

1B.

OH-

SN2

protic solvent

SN2

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