Jan 2025 final exam - from my paper notes Flashcards
orbital
a wave function describing the probability of finding an electron in a certain place
hybrid orbital
multiple orbitals overlapping - constructive/destructive interference
geometry for first 5 hybridizations
sp - linear
sp2 - trigonal planar
sp3 - tetrahedral
sp3d - trigonal bipyramidal
sp3d2 - octahedral
formal charge formula
FC = #valence electrons - #non-bonding valence electrons - (#bonding electrons)/2
(valence e- - number of electrons IN lone pairs - electrons in bonds/2)
how to find optimal lewis dot structure with formal charge?
- Find the formal charge of each atom in each of the possibl arrangements
- You want the sum of the absolute values of all the formal charges to be equal to the overall charge of the molecule/ion
- If more than one arrangement has the same sum of formal charge absolute values, we also want all of them to have a FC of 0 if possible, or as close to 0 as possible, and if none of those are possible the more electronegative elements should have the most negative FC
Bonding steps (lewis dot diagram)
- choose central atom - least electronegative, greatest bonding potential, often highest z, group others around it
- count total # of valence electrons (all atoms+ionic charge)
- a sigma bond (1 electron pair) between each atom and the central atom
- fill in all the lone pairs (octet rule)
- add a pi bond if central atom’s octet isn’t full
- any remaining electrons: add as lone pairs on central atom
- use FC to determine the best option if multiple work
bond order for normal bonds (easy)
1 for single,2 for double, etc
bond order for structures with resonance
- if there is a sigma bond on each side, start with order 1 (doesn’t matter how many sigma bonds)
- then, look at how many bonds your remaining electron pair is split over. Ex. in ozone, one pair over 2 bonds. in carbonate, 1 pair over 3 bonds. then add: 1/2 or 1/3 respectively, for 1.5 or 1.33 bond order
addition polymerization
unsaturated bond broken to form a chain, no by-products, addition reaction
addition polymerization mechanism
- initiation: X2 breaks into 2 halogan radicals (uv light or heat)
- Propogation: homolytic fission breaking double bond and halogen attaches to the organic molecule, making a radical
this radical reacts with another alkene to make a longer alkane radical chain, This keeps happening until 2 of these chains react - 2 radical chains react, ending the chain reaction and forming a polyalkene (with just a signle bond now) and the halogen on the end
condensation polymerisation
bi-functional monomers, condensation reaction, by-product produced
Asymetric electrophilic addition mechanism
- alkene and ex. HCl: Within HCl, H is positive dipole and is attracted to the alkene double bond (exposed pi-bonding electrons). HETEROlytic fission from the bond, hydrogen attaches to a carbon (major product: hydrogen goes to teh carbon with most hydrogens already on there. Chlorine anion formed as well as a carbocation on the 2nd degree carbon, and then they bond too. 2 possible products, one major one minor
nitration of benzene: how is nitronium formed?
HNO3 + S2SO4 —-> H2O + NO2+ + HSO4-
organic molecules: lower boiling point
- more branched
- shorter chain
- no hydrogen bonding
negative enthalpy
exothermic