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Biochemistry Exam

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CHEM210 BIOCHEMISTRY FINAL EXAM

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CHEM 210 BIOCHEMISTRY FINAL EXAM ()
PORTAGE LEARNING QUESTIONS AND VERIFIED
ANSWERS



SOPBAR - ANSWER-used to find degrees of unsaturation
((2C+2)-H-X+N)/2

Resonance Rules - ANSWER--no breaking single bonds
-do not exceed octet
-keep net charge the same
-try to have full octets (most stable)

Resonance Patterns - ANSWER-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 - ANSWER-show movement of pair of electrons
*start at lone pair or double bond*

Hybridization - ANSWER-sp3= tetrahedral, four domains
sp2=trig planar, three domains (double bond counts only as 1)

meth - ANSWER-1 C

eth - ANSWER-2 C

prop - ANSWER-3 C

but - ANSWER-4 C

pent - ANSWER-5 C

hex - ANSWER-6 C

hept - ANSWER-7 C

oct - ANSWER-8 C

non - ANSWER-9 C

dec - ANSWER-10 C

IUPAC Naming Rules - ANSWER-1.substituent-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 - ANSWER-

, isopropyl - ANSWER-

butyl - ANSWER-4 C, attached on primary carbon

sec-butyl - ANSWER-

isobutyl - ANSWER-

tert-butyl - ANSWER-

phenyl/benzene ring - ANSWER-

Newman Projections - ANSWER-staggered=more stable, less strain, lower E
eclipsed= less stable, more strain, higher E

Staggered Newman Interactions - ANSWER-anti= 180 degrees btwn C groups
gauche= 60 degrees btwn C groups
*gauche interactions are less stable than anti*

Ring stability - ANSWER-small rings are less stable because there is more strain (since C are closer and
at unideal angles)

Chair Conformations - ANSWER-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 - ANSWER-

E/Z nomenclature - ANSWER-E isomer = opposite sides
Z isomer = same side
Steps: determine subs with highest priority on each side of alkene

Chirality - ANSWER--compound cannot be superimposed on mirror image
-chiral centers have all different connections, must be sp3 hybridized

Chiral Center Example - ANSWER-

Enantiomer - ANSWER-- non-superimposable mirror images
- exact opposites

R/S Configuration - ANSWER-R = clockwise
S = counterclockwise
Steps: assign priority to substituents, look at direction of priority
** if H or lowest priority is not on dash, rotate**

Diastereomers - ANSWER--Non mirror images
-Not completely opposite
-Some differences

Meso Compounds - ANSWER--MUST HAVE INTERNAL PLANE OF SYMMETRY
-Chiral centers but are achiral!!
-Optically inactive

Optical Activity - ANSWER-rotation of the plane of polarized light

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