medchem 18 Flashcards
does amide have low or high melting point ?
high due to the hydrogen bonding ( doors and acceptors ) in primary and secondary but not teitry bc it has no hydrogen bonds
properties of amides:
- low reactivity
- high melting and boiling point
- the nitrogen is a very weak nulephile and base
- decreased elctrophility of carbon due to resonance
- carbon and nitrogen bonds are shorter than expected for a single bond.
- the geometry between carbon and nitrogen is troagonal planer
- the lone pairs in nitrogens are not free making the amides very weak basic
- the subutiuents in seondary and teritry amides are usually in trans configuration
peptides/proteins are amino acids linked together by —
- peptide/ amide bonds
amides bonds are unreactive towards —- which is an important factor for —-
- water as in nuclephile
- stability of proteins and peptides in water
amides can be synthesisef from:
- ester
- acid chlorides
- acid anydhdide
acid cholride/acid anhydride with nh3:
with rnh2:
with r2nh:
- primary amide
- seoncdary aminde
- tertry amide
paracetamol is a —-
secondary amide
paracetamol is synthesised from —
p-hydroxyanaline and acetic anhydride
so it produces paracteoml and acetic acid
carbolyxicv acids with basic reagents as r-nh2 produces
carboxylate and salt so nh3-r -
most peptides are formed by the reactions of —-
amines ( from amino acids ) with esters and they are the most reactive