CEM 252 EXAM 1 QUESTIONS AND
ANSWERS WITH SOLUTIONS 2024
ether - ANSWER R-O-R
epoxide - ANSWER 3 membered cyclic ether
phenyl ring - ANSWER
benzyl ring - ANSWER
vinyl - ANSWER two carbons with a double bond
allyl - ANSWER three carbons with double bond
Markovnikov addition of H-OH - ANSWER H+ cat and H-OH
or
1. HgSO4 (Hg(OAc)2) H-OH)
2. NaBH4
does equilibrium go towards or away from the strong acid? - ANSWER away
does equilibrium go towards or away from the most stable base? - ANSWER towards
THF (tetrahydrofuran) - ANSWER reduction (add H's)
mCPBA - ANSWER meta (1,3)-chloro-per-benzoic acid
how to make an epoxide: alkene epoxidation - ANSWER alkene + pezacid (mCPBA) to syn epoxide
, how to make an epoxide: intramolecular williamson - ANSWER 1. addition of Br2 and H2O
2. knock out Br, and add nucleophile
epoxide opening (2 conditions) - ANSWER basic and acidic
basic conditions - ANSWER 1. Nuc -
2. H + (quench)
strong (charged) nucleophile, NaOH, opens on least substituted carbon (for asymmetric) (2 steps)
acidic conditions - ANSWER H+ catalyzed reactions, NucH (neutral and weak)
lone pair on H2O, opens on most substituted carbon (for asymmetric) (1 step)
organometallic reagents - ANSWER c-based nucleophiles (negative)... VERY strong nucleophile, R- M+
2 types of organometallic reagents - ANSWER organolithium (R-Li+) (lithium in solution) and
organomagnesium (R-Mg+2 X-) (Grignard)
Grignard reagents - ANSWER ignore MgBr-, look at R group and attach to molecule
alcohol - ANSWER R-O-H
carboxylic acid - ANSWER COOH
two types of alcohols - ANSWER aliphatic and aromatic
aliphatic alcohols - ANSWER linear and ring (no double bonds)
aromatic alcohol - ANSWER phenol (double bonds)
ANSWERS WITH SOLUTIONS 2024
ether - ANSWER R-O-R
epoxide - ANSWER 3 membered cyclic ether
phenyl ring - ANSWER
benzyl ring - ANSWER
vinyl - ANSWER two carbons with a double bond
allyl - ANSWER three carbons with double bond
Markovnikov addition of H-OH - ANSWER H+ cat and H-OH
or
1. HgSO4 (Hg(OAc)2) H-OH)
2. NaBH4
does equilibrium go towards or away from the strong acid? - ANSWER away
does equilibrium go towards or away from the most stable base? - ANSWER towards
THF (tetrahydrofuran) - ANSWER reduction (add H's)
mCPBA - ANSWER meta (1,3)-chloro-per-benzoic acid
how to make an epoxide: alkene epoxidation - ANSWER alkene + pezacid (mCPBA) to syn epoxide
, how to make an epoxide: intramolecular williamson - ANSWER 1. addition of Br2 and H2O
2. knock out Br, and add nucleophile
epoxide opening (2 conditions) - ANSWER basic and acidic
basic conditions - ANSWER 1. Nuc -
2. H + (quench)
strong (charged) nucleophile, NaOH, opens on least substituted carbon (for asymmetric) (2 steps)
acidic conditions - ANSWER H+ catalyzed reactions, NucH (neutral and weak)
lone pair on H2O, opens on most substituted carbon (for asymmetric) (1 step)
organometallic reagents - ANSWER c-based nucleophiles (negative)... VERY strong nucleophile, R- M+
2 types of organometallic reagents - ANSWER organolithium (R-Li+) (lithium in solution) and
organomagnesium (R-Mg+2 X-) (Grignard)
Grignard reagents - ANSWER ignore MgBr-, look at R group and attach to molecule
alcohol - ANSWER R-O-H
carboxylic acid - ANSWER COOH
two types of alcohols - ANSWER aliphatic and aromatic
aliphatic alcohols - ANSWER linear and ring (no double bonds)
aromatic alcohol - ANSWER phenol (double bonds)
