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Question:

When propane reacts with chlorine, two different monochloropropanes are formed.

a) Name and show the full structural formulae of the two products.
b) What kind of isomerism is shown?

Based on my understanding, the answer for part a is $\ce{2C8H18 + Cl2 -> 2C8H17Cl +H2}$.

Name: chloropropane, formula: $\ce{CH3CH2CH2CH2CH2CH2CH2CH(Cl)}$.

For part b, is it structural isomerism? Are my answers correct?

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  • $\begingroup$ is it acceptable now? $\endgroup$ – sherlockz Jun 22 '15 at 10:17
  • $\begingroup$ i really appreaciate your help in editing.Please teach me how to type the equation and then i could type the equation independently in the future? thanks . $\endgroup$ – sherlockz Jun 22 '15 at 10:18
  • $\begingroup$ Here you go - meta.chemistry.stackexchange.com/questions/86/… The question is far better $\endgroup$ – user15489 Jun 22 '15 at 10:26
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Let me give you two helpful hints.

Propane

If you use an internet search tool of your choice, you should quickly find out that propane is $\ce{C3H8}$, which has the structure $\ce{CH3CH2CH3}$. The formula and structure you are using is octane. The product you drew, 1-chlorooctane $\ce{CH3CH2CH2CH2CH2CH2CH2CH2Cl}$, is one of the monochlorination products of octane, so you should feel good about being able to correctly apply the reaction type and produce a correct product.

What is the question asking?

A careful read of the intro part of the question When propane reacts with chlorine, two different monochloropropanes are formed indicates that we should be expecting two different organic products with chlorine atoms attached to the carbon skeleton. In other words this reaction should give two products with the formula $\ce{C3H7Cl}$.

However, part a) is not worded well to indicate that you mostly likely are to draw the structures of the two monochloropropane products. You are correct in noting that a radical halogenation reaction will have two products, though the inorganic byproduct is usually considered to be $\ce{HCl}$ and not $\ce{H2}$ or $\ce{H2O}$.

$$\ce{C3H8 + Cl2 -> C3H7Cl + HCl}$$

So let me ask your question in a clearer way:

Propane reacts with chlorine to produce two different monochlorination products with the formula $\ce{C3H7Cl}$. (a) Draw the structures of both monochlorination products and provide their names. (b) Identify the type of isomeric relationship that exists between the two structures that you drew in (a).

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  • $\begingroup$ If the answer to (a) was $\ce{C3H8 + Cl2 -> C3H7Cl + HCl}$, I would have tried very hard not to give it to you. Part (a) wants you to draw the structures and provide the names of the two compounds with the formula $\ce{C3H7Cl}$ that can form in this reaction. $\endgroup$ – Ben Norris Jun 23 '15 at 11:24

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