organic rxn

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arpitpatel86

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  1. Pre-Dental
what is the majore product of the elimination rxn 2-chloro-4-methyl pentane reacted with KOH/alcohol.....

CH3CH(Cl)CH2CH(CH3)CH3----(KOH/ALCOHOL)--->
I had it narrowed down to....

(i will use & to rep a double bond)
i had it narrowed down to 4-methyl-2-pentene
CH3CH&CHCH(CH3)CH3

AND
2-methyl-2 pentene

CH2&C(CH3)CH2CH2CH3.....I THOUGHT THIS WOULD BE THE ANSWER bc i thought the cation would go under rearrangement to form the msot stable double bond...but the answer was the first one...ne1 know why?

if A is right then when do we for the most stable double bond with rearrangement?

...or does that only work with if your substituting like if u were adding HBr to an alkene....and that may undergo rearrangement to form the most subs.bromine
 
i dont think u understood what i was asking....i know strong non-bulky base will give me the most stable alkene....but if u look at my choicesthey are both stable alkene.....in fact the answer i think it should be is even more stable then the answer they gave me....the only thing i did was somewhat of a hydride shift i think thats what its called to make a double bond with the C thats attached to 2 carbons...but my answer is wrong and i want to know why....and what are the cases you do that for?
 
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