Home > Community > What is the mechanism for the reaction of cyclohexane with bromine in the presence of sunlight?
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Oliver Lucas

What is the mechanism for the reaction of cyclohexane with bromine in the presence of sunlight?

Nikesh Aryal  Follow

There will be no reaction unless the solution sits around in sunlight for a long time. Then you get a plethora of radical substitution products. Nothing useful.

The Inorganic product (to finally answer your question) is HBr.

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Ali Zaker Apurbo  Follow

Cyclohexene is a hydrocarbon with the formula C6H10. It is a colorless liquid with a sharp smell. It is insoluble in water and less dense than water.

Inhalation of high concentrations may have a narcotic effect.

This is the structure of cyclohexene -

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Craig Brown  Follow
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Chris Harrington  Follow

3-Bromocyclohexene will be the product because when an alkene reacts with Br2 in presence of UV light,free radical substitution reaction takes place.

In this case, a stable cyclohexene allylic free radical will form which will further react with bromine free radical to form 3-Bromocyclohexene

I hope it helps!

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Bob Spillman  Follow

Cyclohexane is a cyclic alkane with no unsaturation, therefore it has no nucleophilic behaviour.

Thus, cyclohexane reacts slowly with bromine under sunlight, unless UV light or heat is applied. In such a case, a free-radical substitution reaction happens.

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Dick Hughes  Follow

Bromine is a reddish brown colour. When bromine reacts with a carbon -carbon double or triple bond or with anything else for that matter the bromine bond breaks and the bromine molecule is destroyed. In the case of the bonds formed a C-C single bond and 2 C-Br bonds that have no electronic transitions in the visible so when all the bromine is reacted which happens quickly the solution is colourless.

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Charles Offiong  Follow

No reaction. You need a catalyst as benzene and toluene are kinetically stable. No catalyst, no reaction.

but these are different reactions. I realized that sn answer would require pages…. just two different reagents, the question can do this therefore this is a pointless question. But it’s not alone worthless. There is another reaction involved. Between Br2 and toluene. It differs in one sense.

The benzylic methyl group is easily oxidixed due to the benzene ring.

If you use (Br2 and light (hv) you don’t get bromobenzene. But benzyl bromide Instead. (Radical reaction).

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