6. Show how each compound can be prepared. 1) 3-pentanol from an alkene 3) Bromoethane from ethylene 2) but anal from butane 4) 4-Octanol from acetylene 5)(E)-1-bromo-2-octene from 1-octene 6) 3-Bromocyclohexene (racem from cyclohexene

Draw the alkene that would react with the reagent given to account for the product formed. ? + HCI CH3 CH3CCH3 CI • 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. #[ ] در ChemDoodle

a) Draw the major product(s) of the following reactions. i) ii) OSO4 NaHSO4, H₂O BH3-THF H₂O₂, NaOH b) Methylcyclohexene reacts with chlorine both in CCl4 and water. i) Draw the structural formula for both the products. > ( )

Answer both

From which alkene can the following alkyl halides be obtained? a) 3-chloro-3-methylpentaneb) 1-bromo-1-ethylcyclopentanec) 1-chloro-3-methylcyclohexaned) 1-ethyl-1-iodocyclohexanec) 1-bromo-3-ethylpentane

Alkene reaction map

[Review Topics] [References] Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. но • 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. C. aste Hdo [ド Previous ChemDoodle

a) Write out the 3-step arrow pushing mechanism showing how 1-pentene is hydrated to make 2-pentanol. b) Draw the other 2 alkenes(don’t forget cis/trans isomers!) that could also be hydrated to make 2-pentanol. Briefly explain why1-pentene is the best choice.

a) How many different molecules containing one double bond can be used to synthesize 4-methyl-4-heptanol (as the major product) via acid catalyzed hydration with H2SO4 and H2O? Draw them all below. b) Are any of the structures in part (a) trisubstituted alkenes? If so, redraw it/them below.

6. Which of the following additions to alkenes occur(s) specifically in an anti fashion? A) hydroboration-oxidation < B) addition of Br2 C) addition of H2 D) addition of H2O in dilute acid E) both A and B