Nucleophilic Acyl Substitution Reaction
An Sn2 reaction occurs in how many steps? A nucleophilic acyl substitution occurs in how many steps?
Describe the mechanism for an Sn2 reaction.
Describe the mechanism for a nucleophilic acyl substitution.
Backside displacement of the leaving group.
In a nucleophilic acyl substitution reaction, ___ carbonyl groups are more reactive.
In a nucleophilic acyl substitution reaction, ___ acyl compounds are more reactive.
List the order of reactivty for acid chlorides, amides, esters, thioesters, and acid anhydrides.
Acid chloride, acid anhydride, thioester, ester, amide.
Water to carboxylic acid
alcohol to ester
ammonia or ari amine to amide
Reaction with hydride reducing agent to aldehyde or alcohol
Reaction with an organometallic reagent to a ketone or an alcohol
+ SO2 + HCl
What are the most common carboxylic acid derivatives in the lab?
acid halides, acid anyhydrides, esters, and amides
What are the most common carboxylic acid derivatives in biological molecules?
thioesters and acyl phosphates
What reaction dominates carboxylic acid derivatives?
nucleophilic acyl substitution
What are examples of step-growth polymers?
polyamides and polyesters
How are polyamides formed?
Reaction between a diacid and a diamine
How are polyesters formed?
Reaction between a diacid and a diol.
Ochem-CH21- carboxylic acid derivatives