Problem: Indicate whether the use of wedge and dash bonds are required when drawing the product of using:1-methylcyclohexene as your starting material with:electrophilic addition of HXyesno

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Hydrohalogenation

(1) protonation – the alkene is protonated, forming a carbocation intermediate and a halide ion. This follows Markovnikov’s rule, which states that the more stable carbocation is formed.


Also, since a carbocation is formed during the reaction, the carbocation may rearrange into a more stable one.


(2) nucleophilic attack – the halide ion comes in and attacks the positively-charged carbon. The stereochemistry for this reaction is unknown since the nucleophile can attack either side of the empty p-orbital.



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Problem Details

Indicate whether the use of wedge and dash bonds are required when drawing the product of using:

1-methylcyclohexene as your starting material with:

electrophilic addition of HX

yes

no


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