Need explanation on numbering/ naming complicated compounds?

asked by @haleyd10 • over 1 year ago • Organic Chemistry • 5 pts

enter image description here

Add comment
1 answer

Hi Haley! For 2, I drew the molecule and labelled the numbering throughout the molecule. We will name the parent chain as –octane and contains [3.2.1] as its bridgeheads. You will start counting from the largest bridge head and ending to the smallest one. The complete name for this molecule is 6-ethyl-8-isobutyl-1,8-dimethylbicyclo[3.2.1]octane

enter image description here

For 3a, this requires you some deep knowledge about pyrroles or heterocycles. Pyrrolydine looks like a pyridine but it has 4 Cs which creates a cylcopentyl-like structure. The conjugate acid of this compound can be seen below: enter image description here

For 3b, first you have to draw the two rings which creates a cyclobutyl and cyclopentyl fused together. Numbering starts from the smaller to the larger ring. The cis orientation of 1 and 2 C tells us that they will be in the same wedged/dashed configuration. I drew the complete molecule below: enter image description here

You can start review bicyclic structures here: https://www.clutchprep.com/organic-chemistry/bicyclic-nomenclature/?c_id=10229

Check out R and S naming here as well: https://www.clutchprep.com/organic-chemistry/the-r-and-s-naming-system/?c_id=12817

Hope that makes sense!

answered by @reyn • over 1 year ago