# How many different alkyl chlorides result from C4H10 and chlorine?

Let's say there's a reaction $\ce{C4H10 + Cl2}$ taking place under UV light. How many different alkyl chlorides do we obtain?

I'm not sure if the resulting molecule would be monochlorinated or dichlorinated? My guess was monochlorinated, as $\ce{HCl}$ is also going to be a product. And I assumed there would be 2 different alkyl chlorides as there are two different possibilities for a chlorine to be attached to a carbon of a butane. But I guess I was wrong as the answer the book gives is 4 and not 2. How can the book’s answer be rationalised?

• I guess that your "C4H10" was a mixture of n-butane and isobutane. – Mithoron Dec 10 '16 at 16:32
• Well, that is probably it because I don't see how there would be 4 possibilities for an n-butane. I thought that I maybe was missing something somehow and that I was supposed to attach two chlorines instead of one, but I can't see something like that happening. Thanks for the input. – Glycerius Dec 10 '16 at 17:52
• If you were to attach two Cl, that would make more than 4 isomers, even if we stick to n-butane, and even if we disregard mono-Cl stuff. – Ivan Neretin Dec 13 '17 at 15:05
• The question needs clarification. Does C4H10 mean n-butane and/or isobutane? Such questions usually state monochloro alkyl halides. What does "different" mean? Constitutional (structural) isomers or stereoisomers? – user55119 Dec 13 '17 at 16:15