Lecture 7- Systematic nomenclature of small molecules Flashcards
What are carbocycles?
Rings made of carbon atoms
Draw cyclopropane
Draw cyclobutane
Draw cyclopentane
Draw cyclohexane
Cyclopropene
Name this molecule
cyclobutandiene
Name this molecule
cyclopentadiene
What is a heterocycle?
Cyclic molecules which contain hetero atoms- o, s, p, n, etc.
Draw Oxirane
Draw Oxitane
Draw furan
Draw tetrahydrofuran
Draw Pyrrole
Draw pyrrolidine
Draw pyridine
Draw piperidine
When considering the formation of rings we must think about two factors. What are they?
Probability/entropy- the bigger the ring size, the less likely it is to form (less likely that the ends will meet). Smaller rings are therefore favoured.
Ring strain- smaller the ring, smaller the bond angle (we want a bond angle as big as possible due to repulsion and stability). smaller rings= disfavoured.
In general, give the rate of formation of rings
5>6>3»4
Compare the reactivity between different sized rings.
5 and 6 member rings are usually stable. 3 and 4 member rings are susceptible to the ring opening due to ring strain. More reactive.
…caine
local anaesthetic
…azepam
benzodiazepine
…navir
anti retroviral
…olol
beta blocker
…mab
nonoclonal antibody
…ase
enzyme
substituent for methane CH4
R-CH3 methyl
Substituent for ethane CH3CH3
R-CH2CH3 ethyl
Substituents for benzene C6H6
phenyl R-C6H5