Organic Chemistry ACS Final With Complete Answers.

Organic Chemistry ACS Final With
Complete Answers


Basicity rules - (CORRECT ANSWER)--strong base: unstable/reactive (ED groups)
v v v v v v v v




-weak base: stable (EW groups/more EN/bigger)
v v v v v




Chair conformation - (CORRECT ANSWER)--more stable equitorial (slanted)
v v v v v v v




-pointing up/pointing down=cis if both up
v v v v v




-elimination: trans and diaxial v v v




Newman projection - (CORRECT ANSWER)--gauche: substituent groups adjacent to
v v v v v v v v




eachother
v




-grab middle and turn to put in plane
v v v v v v v




Enantiomers - (CORRECT ANSWER)--not superimposable mirror images
v v v v v v




-same besides stereochemistry
v v




Diastereomers - (CORRECT ANSWER)--mirror images but one stereocenter stays and
v v v v v v v v v




another is changed
v v v




Meso - (CORRECT ANSWER)--at least two stereo centers
v v v v v v v




Alkene + HBr - (CORRECT ANSWER)--adds Markonikov
v v v v v v




Fischer projection - (CORRECT ANSWER)--vertical plane: away
v v v v v v

, -horizontal plant: towards v v




-assign priorities v v




-turn 90 then put on side
v v v v v




Electrophilic addition to alkene - (CORRECT ANSWER)--forms carbocation
v v v v v v v




-E+ adds
v




1.Hg(OAc)2, H2o v




2.NaBH4
alkene - (CORRECT ANSWER)--forms mercurnium ion
v v v v v v




-no rearrangement
v




-Mark addition of OH v v v




1. B2H2
v




2.H2O2, NaOH v




alkene - (CORRECT ANSWER)--anti-Mark addition of OH
v v v v v v




-syn addition of the H added
v v v v v




Br2 to alkene - (CORRECT ANSWER)--anti addition
v v v v v v




-adds to both sides
v v v




-could be allylic shift; 1,2 and 1,4 mixture
v v v v v v v




1.H2o,H2SO4
2. HgSO4
v




alkyne - (CORRECT ANSWER)--Mark OH intermediate (enol)
v v v v v v




-ketone isolated v




Diels Alder - (CORRECT ANSWER)--diene: two double bonds
v v v v v v v




-dieneophile: one double bond at least; two EW groups v v v v v v v v




-partial charges line up v v v




-maintain regioselectivity/stereoselectivity v