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Organic chemistry three ideas for practicality?
How do they relate and what order do chemists often pursue them in?
- Answer Structure - Property (Function) - Synthesis
-chemists often start by thinking of a desired function/property and
then make predictions and test different structures. Once the
structure that yields the desired structure is found, chemists must
determine how to synthesize the compound and make it readily
available.
-ex: taxol - cancer drug
ex: dimethyl fumerate - MS drug
-ex: LSD - recreational drug
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Lewis structure - Answer accounts for or places all valences
electrons in a molecule or ion. Valence electrons are ones that do
chemistry
-shows bonding and non bonding electrons
-structural formula in which electrons are represented by dots; dot
pairs or dashes between two atomic symbols represent pairs in covalent
bonds.
-shows connections in 2D and therefore structures that may appear as
different are actually the same due to limited nature of lewis structure
representation.
-atoms on same plane
-no information about WHERE bonds go, just the plane they are on!!
Dash-Wedge Notation - Answer -solid normal lines represent
bonds and atoms on the plane of the paper
-dashed wedges represent bonds and atoms going away from you into the
paper
-solid wedges represent bonds and atoms coming toward you off of the
paper
-spatial arrangement in 3D
Bonding and electrons goal? - Answer To know where the electrons
are and where they can go?
-different orbitals and what not.
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octet rule - Answer atoms are most stable when they have 8
valence electrons in their valence shell
-common exceptions: H and B and elements past P on the PT
Drawing Lewis Structures Steps - Answer 1. Count total
valence electrons.
- of valences electrons = group number
2. Layout atoms for symmetry
- condensed structures convey info!
3. Commit one bond to connect atoms
-recount valence electrons
4. fill octet outside in with lone pair electrons until you are out of
valence electrons
5. satisfy octet rule with multiple bonds if needed
6. assign formal charge
formal charge - Answer [ of valence electrons on atom] -
[non- bonded electrons + number of bonds]
-assigns charge to certain atoms based on the of electrons that
atom "owes" vs its valence electrons.
1. determine valence electrons for atoms
2. determine electron count: how many electrons the atom "holds
3. FC = [ of valence electrons on atom] - [non-bonded electrons +
number of bonds]
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-only signify formal charge once: either directly next to the atom or
outside the brackets
Bond line formula - Answer 1. only show atomic symbols (letters)
for heteroatoms, not C!
2. Only show H on heteroatoms, not C!
3. every change in direction or bond order is new C atom in structure
-( ) for short hand
-changes direction to signify carbon in single and double bonds
-DOES NOT change direction to signify carbon with triple bond.
Resonance structures - Answer same structure with
different arrangement of electrons
-drawn with brackets and with double arrow between structures
-delocalization of electrons --> molecule has more than one valid lewis
structure that differ only in the distribution of electrons
-no one structure is sufficient... must make hybrid of all structures
-Concept idea -> contributing resonance structures help us describe true
resonance structure of hybrid
-does not jump between structures, not equilibrium, but rather a mix of
both
Rules for resonance structures - Answer 1. Do not break
sigma bonds!