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Chem 210 Final Exam Questions With Complete Solutions

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Chem 210 Final Exam Questions With Complete Solutions SOPBAR - Answers-used to find degrees of unsaturation ((2C+2)-H-X+N)/2 .Resonance Rules - Answers--no breaking single bonds -do not exceed octet -keep net charge the same -try to have full octets (most stable) .Resonance Patterns - Answers-1. Lone pair e- next door to pi bond 2. Pi bond next to positive charge 3. Double bond btwn atoms of differing electronegativity (ex: carbonyl) .Curved Arrows - Answers-show movement of pair of electrons *start at lone pair or double bond* .Hybridization - Answers-sp3= tetrahedral, four domains sp2=trig planar, three domains (double bond counts only as 1) .meth - Answers-1 C .eth - Answers-2 C .prop - Answers-3 C .but - Answers-4 C .pent - Answers-5 C .hex - Answers-6 C .hept - Answers-7 C .oct - Answers-8 C .non - Answers-9 C .dec - Answers-10 C .IUPAC Naming Rules - Aituent-parent-suffix *suffix is highest priority substituent* 2. Numbers correspond with location on parent chain (longest continuous carbon chain) 3. List substituents alphabetically (tert, sec, di, tri do not count...) 4. Highest priority substituent gets lowest number C 5. Halogens are substituents (will not be suffix) .propyl - Answers- .isopropyl - Answers- .butyl - Answers-4 C, attached on primary carbon .sec-butyl - Answers- .isobutyl - Answers- .tert-butyl - Answers- .phenyl/benzene ring - Answers- .Newman Projections - Answers-staggered=more stable, less strain, lower E eclipsed= less stable, more strain, higher E .Staggered Newman Interactions - Answers-anti= 180 degrees btwn C groups gauche= 60 degrees btwn C groups *gauche interactions are less stable than anti* .Ring stability - Answers-small rings are less stable because there is more strain (since C are closer and at unideal angles) .Chair Conformations - Answers-Axial: vertical up or down Equatorial: diagonal up or down ** subs in equatorial are more stable compared to being axial** wedge= up dash=down .Chair Examples - Answers- .E/Z nomenclature - Answers-E isomer = opposite sides Z isomer = same side Steps: determine subs with highest priority on each side of alkene .Chirality - Answers--compound cannot be superimposed on mirror image -chiral centers have all different connections, must be sp3 hybridized .Chiral Center Example - Answers-

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CHEM210 FINAL EXAM QUESTIONS
WITH VERIFIED ANSWERS || A GRADE

What orbital do delocalized electrons reside in? - Answers-

.4 loc e- pairs and 0 localized nbe pairs - Answers-tetrahedral

.4 loc e- pairs and 1 localized nbe pair - Answers-trigonal pyramidal

.4 loc e- pairs and 2 localized nbe pairs - Answers-bent

.4 loc e- pairs and 3 localized nbe pairs - Answers-unobservable

.3 loc e- pairs and 0 localized nbe pairs - Answers-

.3 loc e- pairs and 1 localized nbe pair - Answers-bent

.3 loc e- pairs and 2 localized nbe pairs - Answers-unobservable

.2 loc e- pairs - Answers-linear (unobservable if nbe pair present)

.Hybridization for 4 localized electrons? - Answers-sp3

.Hybridization for 3 localized electrons? - Answers-sp2

.Hybridization for 2 localized electrons - Answers-sp

.What does more s character mean in terms of energy? - Answers-more stable, less
energy

.Bond length determinants - Answers-1) atomic size -- H < F < O < N < C <<< Cl, S, P
2) bond order
3) difference in eN -- sp is more eN than sp2 is more eN than sp3 (more s character =
shorter bond)
4) delocalization (shorter bonds)

.Best H-Bond Donor - Answers-greatest partial charges/highest eN -- F then O then N

.Best H-Bond Acceptor - Answers-atom with an nbe pair that can be shared -- N then O
then F

, .Keq = 10 ^ (right side acid - left side acid) - Answers-10 ^ (right side acid - left side
acid)

.Example question: At what pH is the acidic:basic ratio 1:100 - Answers-pKa = pH - log
(products/reactants) (100/1)

.Acid Strength Trends - Answers-1) eN -- higher eN means stronger acid
2) charge -- positive charge means likely to donate
3) Hybridization -- more s character means smaller orbital means more eN
4) atom size -- bigger atoms have weaker bonds to H (more reactive)
5) delocalization

.What does it mean when Keq is greater than 1? - Answers-

.What does crowding around Carbon mean for the energy of the transition state? -
Answers-

.What is Delta G? - Answers-change between reactants and products

.What is Delta G double dagger? - Answers-Activation energy/energy needed to reach
the transition state

.A hindered transition state means... - Answers-an increase in the transition state
energy

.Kinetic control - Answers-A reaction in which the product ratio is determined by the rate
at which the products are formed

Fastest reaction, lowest hill to climb/activation energy

IRREVERSIBLE

.Thermodynamic Control - Answers-a transformation that yields the most stable
products

REVERSIBLE

.Markovnikov's Rule - Answers-new H will add to the end of the pi bond with the most
H's

.Addition of Strong Acid Mechanism - Answers-1) Protonate pi bond w/ most likely
strong acid to make carbocation
2) Capture carbocation by original conjugate base

Major product will be the most non-hydrogen things on Carbons
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