ORGANIC CHEMISTRY ACS LATEST EXAM QUESTIONS AND
CORRECT ANSWERS VERIFIED ALREADY GRADED A+.
◉ how do you find most stable newman projection? Answer: it will have
less gauche interactions
◉ what are wedges and dashes in fischer projections? Answer: horizontal-
wedge
vertical-dash
◉ if only one stereo center is flipped in a molecule, they are.... Answer:
diastereomers
◉ do racemic mixtures get plane polarized light? Answer: no, they cancel
each other out
◉ do meso compounds get plane polarized light? Answer: no, they cannot
bend light
◉ what can triple bonds not do stereoisomerically? Answer: exhibit cis or
trans
◉ what can an enantiomer not have? Answer: a plane of symmetry
◉ what happens with a dehydrohalogenation reaction? Answer: H wants to
attack and form a double bond to increase stability
, ◉ a strong acid corresponds to a ________ nucleophile. Answer: weak
◉ how do you tell if it is a syn or anti addition? Answer: Syn- two atoms are
either both forward/back
Anti-one atom forward and one back
◉ where does hydroboration put the substituent? Answer: on the less
substituted side (anti-markovnikov)
◉ what are the most stable types of free radicals? Answer: allylic or
benzylic
tertiary>secondary>primary
◉ what are the 3 steps of a free radical reaction? Answer: initiation-goes
from 0-1 radicals
propagation- goes from 1 to another 1
termination-goes from 2-0 radicals
◉ what is the energy of propagations like? Answer: very low activation
energy
◉ what does non-regioselective mean in terms of energy? Answer: it goes
down in energy
◉ what does it mean if an alcohol absorbance peak on the IR spectrum is
abnormally wide? Answer: it is a carboxylic acid
◉ what does chromic acid do? Answer: it turns C-H bonds into C-O bonds
CORRECT ANSWERS VERIFIED ALREADY GRADED A+.
◉ how do you find most stable newman projection? Answer: it will have
less gauche interactions
◉ what are wedges and dashes in fischer projections? Answer: horizontal-
wedge
vertical-dash
◉ if only one stereo center is flipped in a molecule, they are.... Answer:
diastereomers
◉ do racemic mixtures get plane polarized light? Answer: no, they cancel
each other out
◉ do meso compounds get plane polarized light? Answer: no, they cannot
bend light
◉ what can triple bonds not do stereoisomerically? Answer: exhibit cis or
trans
◉ what can an enantiomer not have? Answer: a plane of symmetry
◉ what happens with a dehydrohalogenation reaction? Answer: H wants to
attack and form a double bond to increase stability
, ◉ a strong acid corresponds to a ________ nucleophile. Answer: weak
◉ how do you tell if it is a syn or anti addition? Answer: Syn- two atoms are
either both forward/back
Anti-one atom forward and one back
◉ where does hydroboration put the substituent? Answer: on the less
substituted side (anti-markovnikov)
◉ what are the most stable types of free radicals? Answer: allylic or
benzylic
tertiary>secondary>primary
◉ what are the 3 steps of a free radical reaction? Answer: initiation-goes
from 0-1 radicals
propagation- goes from 1 to another 1
termination-goes from 2-0 radicals
◉ what is the energy of propagations like? Answer: very low activation
energy
◉ what does non-regioselective mean in terms of energy? Answer: it goes
down in energy
◉ what does it mean if an alcohol absorbance peak on the IR spectrum is
abnormally wide? Answer: it is a carboxylic acid
◉ what does chromic acid do? Answer: it turns C-H bonds into C-O bonds
