Is the following sentence linguistically acceptable?
Bob is too thin for me to be able to squeeze into his jacket.

acceptable

Is the following sentence linguistically acceptable?
She buys for Harrods.

acceptable

Is the following sentence linguistically acceptable?
The sooner you call, the more carefully I know a man that will word the letter.

unacceptable

Is the following sentence linguistically acceptable?
John believes him to be a nice guy.
acceptable