Chemistry Chapter 9: Organic Chemistry Basics Flashcards
Stereocenter
refers to any atom in a molecule that gives rise to stereoisomers when its substituents are rearranged or interchanged
Are all stereocenters chiral?
NO. For example, CIS/Trans alkenes are stereocenters because rearranging the H and the methyl group produces a trans (so these are diastereomers)
CIS/Trans are examples of what kind of isomerism?
Diastereomers
Are all chiral centers also stereogenic?
YES
Naming with E/Z
Each substituent on the double-bonded carbons is assigned a priority based on atomic number:
Higher atomic number = higher priority.
If there is a tie, you move outward along the chain until the tie is broken.
Zaitsev’s rule states
that the more substituted alkene will form in preference to the less substituted molecule. So, generally, the more substituted a double bond is, the more stable the alkene will be.
more substituted = more stable
Hückel’s Rule for Aromaticity
molecule is aromatic if it has (4n + 2) π-electrons, where n is any integer (0, 1, 2, 3, …).
Conditions for Aromaticity:
For a molecule to be aromatic, it must satisfy all of these conditions:
Cyclic – The molecule must be a ring.
Planar – The ring must be flat (planarity allows π-electrons to delocalize).
Fully conjugated – Every atom in the ring must have a p-orbital, allowing continuous electron delocalization.
Follow Hückel’s rule – It must have (4n + 2) π-electrons.
Constitutional isomers vs stereoisomers
Constitutional isomers: same formula different connectivity
Stereoisomers: same formula, same connectivity, different arrangement