Take the 2-minute tour ×
Chemistry Stack Exchange is a question and answer site for scientists, academics, teachers and students. It's 100% free, no registration required.

I'm tutoring few Class 12 students for their chemistry exams. I'm stuck with few problems. I don't know, if the key is wrong or I am wrong.

Problem:

enter image description here

Answer According to me:

Product (A) must be the cyclic diene, as given in option (A). Now, I don't know, what happens when you heat cyclic diene with selenium. But I do know that, $SeO_2$ oxidizes allylic position of alkene into alcohol. But, none of the options given are fitting into that argument

Answer given in the book:

(B)

How come?

share|improve this question
    
Some pre-aromatic hydrocarbons can be easily oxidized by sulfur or similar rather weak oxidants into aromatic hydrocarbons. It is different type of reactions and it is not general –  permeakra Jan 15 '13 at 8:00
    
@claws in future try to give appropriate title for the question. Title for this question is vague! –  Eka Jan 15 '13 at 13:28
    
@t3st: I wanted to but I couldn't think of a better title. If you can, kindly suggest –  claws Jan 18 '13 at 20:37

1 Answer 1

up vote 7 down vote accepted

Assuming your Product A is correct then product B should be benzene. Selenium act as a mild oxidizing agent at temperature 220 to 330. In the above reaction selenium oxidizes cyclohexadiene to form benzene.

Below is a reaction in which 1-methyl-1,3-cyclohexadiene is converted into toluene. enter image description here

you can also go to this link for more info

share|improve this answer

Your Answer

 
discard

By posting your answer, you agree to the privacy policy and terms of service.

Not the answer you're looking for? Browse other questions tagged or ask your own question.