I could use some help on this question. I think the answer is choice E, but im not sure.
Alcohols can function as both nucleophiles and as electrophiles in various reaction conditions. Which of the following statements is/are true.
a)When R-O-H is a nucleophile, the O-H bond is broken, generally.
b)When R-O-H is an electrophile the R-O bond is broken, generally
c)When R-O-H is an electrophile the OH should be pronated because OH is a poor leaving group.
d)When R-O-H is a nucleophile a base, with a pKa > than ROH's can be used to abstract the alcoholic proton to create the alkoxide, a stronger nucleophile.
e)All of the above are true