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Organic Chemistry ACS Final Exam Questions With Correct Verified Solutions A+ Graded

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Organic Chemistry ACS Final Exam Questions With Correct Verified Solutions A+ Graded Basicity rules - ANS -strong base: unstable/reactive (ED groups) -weak base: stable (EW groups/more EN/bigger) Chair conformation - ANS -more stable equatorial (slanted) -pointing up/pointing down=cis ...

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  • September 3, 2024
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Organic Chemistry ACS Final


Basicity rules - ANS -strong base: unstable/reactive (ED groups)
-weak base: stable (EW groups/more EN/bigger)

Chair conformation - ANS -more stable equatorial (slanted)
-pointing up/pointing down=cis if both up




K
-elimination: trans and diaxial




C
Newman projection - ANS -gauche: substituent groups adjacent to each other
-grab middle and turn to put in plane




LO
Enantiomers - ANS -not superimposable mirror images
-same besides stereochemistry

Diastereomers - ANS -mirror images but one stereocenter stays and another is
changed
YC
Meso - ANS -at least two stereo centers

Alkene + HBr - ANS -adds Markonikov
D

Fischer projection - ANS -vertical plane: away
-horizontal plant: towards
U


-assign priorities
-turn 90 then put on side
ST




Electrophilic addition to alkene - ANS -forms carbocation
-E+ adds

1.Hg(OAc)2, H2o
2.NaBH4
alkene - ANS -forms mercurnium ion
-no rearrangement
-Mark addition of OH

1. B2H2

, 2.H2O2, NaOH
alkene - ANS -anti-Mark addition of OH
-syn addition of the H added

Br2 to alkene - ANS -anti addition
-adds to both sides
-could be allylic shift; 1,2 and 1,4 mixture

1.H2o,H2SO4
2. HgSO4




K
alkyne - ANS -Mark OH intermediate (enol)
-ketone isolated




C
Diels Alder - ANS -diene: two double bonds
-dieneophile: one double bond at least; two EW groups




LO
-partial charges line up
-maintain regioselectivity/stereoselectivity
-endo position most stable substituents (pointing down)

Acid catalyzed hydration of alkenes - ANS -H20 is nucleophile
YC
1. (SiaBH)2
2.H2O2, NaOH
alkyne - ANS -anti Mark OH intermediate (enol)
-aldehyde isolated
D


Halogen addition to alkene - ANS -forms ion (triangle)
U


-Nucleophile would attack more sub. side

Kinetic product - ANS -fastest
ST




-1,2 additon
-organometallics, strong basic nucleophiles

Thermodynamic product - ANS -more stable alkene
-1,4 addition
-weak basic nucleophiles

HCCl3 and base
alkene - ANS -forms CCl2
-makes triangle with alkene (like an epoxide)

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