Chemistry
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Transcribed Image Text:Identify two alkenes that react with HBr to form
1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.
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- Which alkene reacts with a red-brown solution of bromine to form 1,2-dibromo-1-ethylcyclohexane.arrow_forwardReaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis-and trans-1-bromo-3-methylcyclohexane and cis-and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1, 2-dibromocyclohexane as the soleproduct. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.arrow_forwardDraw the structure of the four allylic halides formed when 3-methylcyclohexene undergoes allylic halogenation with NBS + hv.arrow_forward
- Which of these alkyl chlorides undergoes dehydrohalogenation in the presence of a strong base to give pent-2-ene (shown below) as the only alkene product? O l-chloro-2-methylbutane O 2-chloropentane O 3-chloropentane O 1-chloropentane O l-chloro-3-methylbutanearrow_forwardBelow are the structures for trans-1-chloro-2-t-butylcyclohexane and cis-1- chloro-2-t-butylcyclohexane. Both molecules can react with a base to form an alkene. cis-1-chloro-2-t-butylcyclohexane reacts 10x faster than trans-1-chloro2-t-butylcyclohexane. Use chair conformations to explain why the cis isomer is more reactive.arrow_forwardTake 1-methylcyclohexene as the alkene and treat it with the reagent.arrow_forward
- 6) 25pts. Draw the structure of the major alkene product (or products) formed by treatment of each of the following haloalkanes with sodium ethoxide in ethanol. Assume the mechanism is E2 elimination. t-BuO K t-BUOH Br CH3 Eto Na F ETOH CH2CH3 CI H- Eto Na -CH2CH3 ELOH H- ČH3 Br Eto Na ELOH CH3 CI, H Eto Na CH2CH3 H3C H D ELOHarrow_forwardRadical bromination of cyclohexene using NBS gives 3-bromo-1-cyclohexene. Draw the allylic radical intermediate formed during this reaction, showing both resonance structuresarrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. ? + + H₂O **** H₂S04 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. CH3 CH3 CHCCH3 | | OH CH3 +1arrow_forward
- Dehydrohalogenation of 1-chloro-1-methylcyclopropane affords two alkenes (A and B) as products. Explain why A is the major product despite the fact that it contains the less substituted double bond.arrow_forwardWhich isomer of 1-bromo-3-isopropylcyclohexane reacts faster when refluxed with potassium tert-butoxide, the cis isomer or the trans isomer? Draw the structure of the expected product from the faster-reacting compound.arrow_forwardDraw a structural formula for the major product of the reaction shown.arrow_forward
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