1. Yo no sé SI Jake compró un libro ayer (o no). = I don't know WHETHER Jake bought a book yesterday (or not).
2. Yo no sé SI Mary tiene un perro. = I don't know WHETHER Mary has a dog.
3. ¿Sabes SI Mark fue a la playa ayer? = Do you know WHETHER Mark went to the beach yesterday?
4. He didn't say WHETHER she had went to the store. (Sorry, I don't know how to say this one in Spanish.)
5. It doesn't matter WHETHER you're poor. (I don't know how to say this one in Spanish either.)