[mongaloveanka]

it's mongaloveanka again.

We don't know about the mechanism.

We would like to know the two products.

I think it is D because Cl attack the double bond carbon.

[Jorriss]

It's not D. Your reasoning is insufficient for this problem, in every case Cl2 overlaps with the pi bond. You'll need to give it another try.

Remember what the intermediate for this type of reaction is and where the nucleophile likes to attack at in intermediate.

[mongaloveanka]

It's not D. Your reasoning is insufficient for this problem, in every case Cl2 overlaps with the pi bond. You'll need to give it another try.

Remember what the intermediate for this type of reaction is and where the nucleophile likes to attack at in intermediate.

I think the answer is C beacuse the chlorine (electrophile) will attach to the sp2 carbon that has the most H attached to it and the OH will attach to the other C.  Is this correct?

[Jorriss]

No, I think you're forgetting something about how this type of reaction works.

The chlorine, Cl2, doesn't add to a carbon, it adds across the entire pi bond.

Check this out, http://en.wikipedia.org/wiki/Halogen_addition_reaction or check your organic chemistry text books chapter on Alkenes.