Orgo 2 final Exam Questions And All
Correct Answers Graded A+.
A) A tertiary alcohol can be produced by the reaction of a Grignard reagent and a(n) followed by
an acid workup. - Answer ketone
B) A carboxylic acid can be produced by the reaction of a(n) and Na2Cr2O7 in aqueous acid. -
Answer aldehyde or primary alcohol
C) A ketone treated with LiAlH4 will produce a(n) after an acid workup. - Answer secondary
alcohol
D) A(n) is produced when an aldehyde is treated with H2 over a metal catalyst (like Pt). - Answer
primary alcohol
E) A(n) will produce both a primary alcohol and another alcohol when treated with LAH
followed by an acid workup. - Answer ester
F) An aldehyde can be produced by treating a primary alcohol with - Answer PCC
G) When formaldehyde is treated with an organolithium reagent a ______ is produced after an
acid workup - Answer primary alcohol
A secondary alcohol can be produced by treating a ketone with___ followed by an aqueous acid
workup. - Answer LiAlH4 or NaBH4
) A carboxylic acid can be reduced to a primary alcohol by treatment with a _________followed
by an aqueous acid workup - Answer LiAlH4
The FG formed when the elements of water are added to a ketone. - Answer hydrate, gem-diol
The FG formed when the elements of HCN are added to a ketone. - Answer cyanohydrin
, All of the reactions above (hydrate, cyano, amine) are
__________ compared to the reaction of a Grignard or LAH with an aldehyde or ketone. -
Answer reversible
The FG formed when a primary amine reacts with a ketone or aldehyde. - Answer imine
The FG formed when a secondary amine reacts with a ketone or aldehyde. - Answer enamine
The FG formed when a Wittig reagent reacts with a ketone. - Answer alkene
The FG formed when ammonia reacts with a ketone or aldehyde - Answer imine
Schiff base is the biochemist's name for what functional group? - Answer imine
Li reagent bonds to - Answer carbonyl carbon, makes double bond between alpha and beta
carbon
LiCu bonds to - Answer Beta carbon
first neutral intermediate of nitrile hydrolysis - Answer imino acid
second neutral intermediate of nitrile hydrolysis - Answer amide
An ___ is the proposed intermediate for both the monoalpha bromination of propan2one using
Br2 under acidic conditions and the replacement of all the alpha protons
with deuterium when propan2one is placed in deuterated aqueous acid (D3O+ in D2O). -
Answer enol
goes from aldehyde to carboxylic acid - Answer Na2Cr2O7 or H2SO4
goes from tert alkyl (R, R') to carboxylic acid - Answer KCr2O7,or Kmno4
Correct Answers Graded A+.
A) A tertiary alcohol can be produced by the reaction of a Grignard reagent and a(n) followed by
an acid workup. - Answer ketone
B) A carboxylic acid can be produced by the reaction of a(n) and Na2Cr2O7 in aqueous acid. -
Answer aldehyde or primary alcohol
C) A ketone treated with LiAlH4 will produce a(n) after an acid workup. - Answer secondary
alcohol
D) A(n) is produced when an aldehyde is treated with H2 over a metal catalyst (like Pt). - Answer
primary alcohol
E) A(n) will produce both a primary alcohol and another alcohol when treated with LAH
followed by an acid workup. - Answer ester
F) An aldehyde can be produced by treating a primary alcohol with - Answer PCC
G) When formaldehyde is treated with an organolithium reagent a ______ is produced after an
acid workup - Answer primary alcohol
A secondary alcohol can be produced by treating a ketone with___ followed by an aqueous acid
workup. - Answer LiAlH4 or NaBH4
) A carboxylic acid can be reduced to a primary alcohol by treatment with a _________followed
by an aqueous acid workup - Answer LiAlH4
The FG formed when the elements of water are added to a ketone. - Answer hydrate, gem-diol
The FG formed when the elements of HCN are added to a ketone. - Answer cyanohydrin
, All of the reactions above (hydrate, cyano, amine) are
__________ compared to the reaction of a Grignard or LAH with an aldehyde or ketone. -
Answer reversible
The FG formed when a primary amine reacts with a ketone or aldehyde. - Answer imine
The FG formed when a secondary amine reacts with a ketone or aldehyde. - Answer enamine
The FG formed when a Wittig reagent reacts with a ketone. - Answer alkene
The FG formed when ammonia reacts with a ketone or aldehyde - Answer imine
Schiff base is the biochemist's name for what functional group? - Answer imine
Li reagent bonds to - Answer carbonyl carbon, makes double bond between alpha and beta
carbon
LiCu bonds to - Answer Beta carbon
first neutral intermediate of nitrile hydrolysis - Answer imino acid
second neutral intermediate of nitrile hydrolysis - Answer amide
An ___ is the proposed intermediate for both the monoalpha bromination of propan2one using
Br2 under acidic conditions and the replacement of all the alpha protons
with deuterium when propan2one is placed in deuterated aqueous acid (D3O+ in D2O). -
Answer enol
goes from aldehyde to carboxylic acid - Answer Na2Cr2O7 or H2SO4
goes from tert alkyl (R, R') to carboxylic acid - Answer KCr2O7,or Kmno4
