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Texas CH 320m Colapret Final Review
Texas CH 320m Colapret Final Review
Texas CH 320m Colapret Final Review
COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
www.clutchprep.com
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 1
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which one of the following best represents the shape of δ* anti-bonding molecular
orbital?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 2
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: In which of the following molecules would the net charge be equal to zero?
A. I
B. II
C. III
D. IV
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 3
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Look at the entire structure of Atenolol. What is the total number of lone pairs
present within the structure of this molecule?
A. 0
B. 1
C. 2
D. 3
E. 4
F. 5
G. 6
H. 7
I. 8
J. None of these
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 4
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Look at the entire structure of Lamisil. How many hydrogen atoms are present in the
structure of this molecule?
A. 20 E. 24 I. 28
B. 21 F. 25 J. None of these
C. 22 G. 26
D. 23 H. 27
PRACTICE: Construct a Lewis structure for NO 2F. Include all nonbonding electrons and formal
charges.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 5
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw three other important resonance contributors for the molecule below.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 6
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: VSEPR theory predicts an identical shape for all of the following,except: (hint: draw
the Lewis structures before deciding )
a. OCl3+
b. Br2CO
c. CH3●
d. Et2O
SUMMARY: Hybridization
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TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
a. ____________ b. _____________
c. ____________ d. _____________
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TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw a picture, give an example, or define to explain each of the following terms.
tert-butyl nucleophile
H-Bond nitrile
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 9
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: What is the total number of sigma (σ) bonds present within the structure of N 2F2?
A. 1
B. 2
C. 3
D. 4
E. 5
F. More than 5
A. Create the electron arrows needed to arrive at the other resonance structures for the following
molecules.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 10
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Identify ALL of the functional groups in the following molecule. Assign degree of
functional group when appropriate.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 11
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 12
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 13
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: For the two questions below, an incorrect name has been given for an alkane. To
answer these questions, you will need to draw the structure described by the incorrect name. Once
you have drawn the structure, use the nomenclature rules to assign the correct name to the alkane.
The incorrect name is: 2-Methyl-5-tert-butylheptane What is the correct name of this alkane?
A. 5-Ethyl-2,6,6-trimethylheptane
B. 3-Ethyl-2,2,6-trimethylheptane
C. 5-tert-Butyl-2-methylheptane
D. 4-tert-Butylisooctane
The incorrect name is: 4-Butyl-2,2-dimethyloctane What is the correct name of this alkane?
A. 5-Butyl-7,7-dimethyloctane
B. 2,2-Dimethyl-4-butyloctane
C. 5-Neopentylnonane
D. 5-tert-Butylnonane
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 14
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Determine the IUPAC name for the structure given below.
a) 1-methyl-4-ethyl-1-pentanol
b) 1,4-dimethyl-1-hexanol
c) 3-methyl-6-heptanol
d) 5-methyl-2-heptanol
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 15
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Determine the IUPAC name for the compound given below.
a) ortho-bromocyclohexanol
b) endo-2-bromocyclohexanol
c) cis-2-bromocyclohexanol
d) trans-2-bromocyclohexanol
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 16
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which of the following compounds have the same degree of unsaturation?
a.I & II
b.I & III
c.III & IV
d.II & III
e.I & IV
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 17
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 18
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which of these compounds would have the highest boiling point?
a. I
b. II
c. III
d. IV
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 19
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Select the molecule with greater solubility in water. Provide a brief explanation.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 20
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw the lowest and the highest energy Newman Projection looking down the C1-C2
bond for 1-bromo-2-methylpropane.
PRACTICE: What is the total strain energy (in kcal/mol) of the least stable (highest
energy) conformation possible for 2,3-dimethylbutane? All of the choices below are expressed in
units of kcal/mol.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 21
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: For the pair of molecules drawn below, choose the letter that corresponds to the
MORE STABLE molecule.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 22
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: For the pair of molecules drawn below, choose the letter that corresponds to the
MORE STABLE molecule.
PRACTICE: Consider (1S, 3R)-1,3-dimethylcyclohexane. Draw the two chair conformations and
determine which conformation is more stable.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 23
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: A conformation for a cyclohexane derivative is shown below. Calculate the interaction
energy for this form. Show calculations.
_______________________________________________ kcal/mol
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 24
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Balance the following combustion reaction by providing the appropriate coefficients on
the lines provided:
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 25
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 26
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 27
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw the structure of the following molecules. Make sure your strucuture show s the
stereochemistry of the alkene.
(S)–2,2–dibromo–1,4–nonanediol
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 28
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: There are 6 stereoisomers that have the name 2,5-dichloro-3-hexene. One of these
stereoisomers is drawn in the box labeled “A”. Please note that this structure is drawn in a manner
which shows the absolute stereochemistry clearly and unambiguously. In the box labeled “B”, draw
the enantiomer of A. In the box labeled “C”, draw the ACHIRAL diastereomer of A in which the
double bond has the (Z) configuration. In the box labeled “D”, draw the ACHIRAL diastereomer of
A in which the double bond has the (E) configuration. Remember, a molecule is ACHIRAL when it
IS superimposable on its mirror image! All of the structures that you draw should be line–angle
structures! In each structure, use wedges, dashed wedges, and normal lines (as appropriate) to
show the stereochemistry clearly and unambiguously.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 29
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Indicate the number of possible enantiomers for the following compound:
a) 0
b) 1
c) 2
d) 3
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 30
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 31
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which are meso compounds? For molecules which can readily change their
conformations, assume that any meso conformation(s) are accessible through bond rotations.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 32
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 33
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: How are the molecules shown below related to each other?
a. Identical
b. Constitutional Isomers
c. Enantiomers
d. meso compounds
e. diastereomers
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 34
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 35
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
a) Draw the structure of compund D, which is isomer of C and features an [a] D = -28°.
c) Draw the structure of a compound E, which is an isomer of C and D, and features an [a] D = 0°
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 36
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 37
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw curved arrows to represent the flow of electrons in each step, and indicate the
missing fragments in the box
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 38
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 39
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Circle the compounds below which can act as Lewis bases and put a box around the
compounds which can act as Lewis acids.
But first, select only Lewis Bases from the compounds below:
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 40
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: The following is a stepwise synthesis by applying Bronsted-Lowry (B-L) and Lewis
acid-base (LA and LB) reactions. Please use electron-pushing arrows to show this transformation
logically.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 41
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 42
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
SUMMARY: pKa
PRACTICE: Circle the most acidic proton in each of the following molecules.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 43
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 44
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Illustrate the mechanism for the following reaction. Indicate all arrows and structures of
intermediates.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 45
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
SUMMARY: Oxymercuration
SUMMARY: Halohydrin
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 46
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Complete the following reaction and show the complete arrow-pushing mechanism
required to produce the product. Show stereochemistry.
SUMMARY: Ozonolysis
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 47
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Consider the structures below and answer the following questions.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 48
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Predict the product of the following reaction. Show stereochemistry when applicable.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 49
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Provide correct product(s) for the following reactions, demonstrating correct
stereochemistry in your products. If the product has an enantiomer or diastereomer, then just
write +E or +D as necessary. Finally, indicate if the reaction undergoes ANTI or SYN addition (if a
mechanism undergoes both then circle both words).
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 50
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Complete the following set of reactions by supplying the missing reagents
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 51
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 52
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which is the correct sequence of reaction steps necessary to complete the
following transformation?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 53
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 54
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Give all possible product/products and designate stereoselectivity &/or regioselectivity
by using wedges and dashes.
A. NaNH2, NH3
D. H2 / Pt.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 55
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Determine the major product for the alkyne reaction below.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 56
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Careful addition of 1 equivalent of Br2 to the alkyne shown below would be expected to
produce which of the following as the major organic product?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 57
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Show how you would carry out each of the following reactions. You do NOT need to
draw the mechanisms
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 58
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 59
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 60
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which of the following radicals is the most likely to form during the propagation phase
of a radical chain reaction?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 61
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Propose a mechanism for the radical chlorination of methane. Include its initiation,
propagation, and termination steps.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 62
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Approximate the heat of reaction for the given halogenation reaction.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 63
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: The reaction coordinate diagram below is an example of the application of Hammond
postulate to carbocation formation in an SN1 reaction. Based on the reaction coordinate diagram
below, which of the following statements is FALSE?
A. The relative stabilities of the carbocation decreases in the following order: 3o > 2o > 1o
B. The transition state shifts towards the reactant with increasing carbocation stability.
C. The transition state become more stable as the reaction becomes less endothermic.
D. The most stable transition state resembles the product more than any other transition state.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 64
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Upon treatment of 1-methylcyclopentene with NBS and irradiation with UV light,
exactly nine compounds (including stereoisomers) are formed. Draw any four of the possible
products.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 65
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Determine the mechanism and predict the product of the reaction:
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 66
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Show how you would carry out each of the following reactions. You do NOT need to
draw the mechanisms
PRACTICE: Rank in order of leaving group ability (1 = best leaving group, 4 = worst leaving group).
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 67
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: The derivative shown undergoes an SN2 substitution reaction with NaCN. Draw the
resulting organic product. Assign the R or S configuration to the starting reactant (starting
derivative) and the product. Briefly comment on the result.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 68
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 69
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Draw the reaction mechanism and the energy diagram for the following
substitution reaction. Indicate if it follows an SN1 or an SN2 mechanism.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 70
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 71
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Predict the major product(s). In the present case, the reaction needs to be
performed at 85°C. In fact, at 70°C the less stable chair conformation can be accessed.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 72
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
SUMMARY: E1 Reaction
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TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which of the following shows the first step for an E1 reaction?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 74
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 75
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 76
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 77
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
E) an epoxidation reaction.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 78
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Predict the product of the following reaction, showing stereochemistry if applicable. If
there is no reaction, just write “no reaction” in the box.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 79
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Provide the following when a product is given. If an organic reactant is missing, supply
a structural formula; if an inorganic reactant (reagent) or catalyst is missing, simply give a formula.
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 80
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 81
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 82
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Which compound will be the organic product after the following two steps?
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 83
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
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TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Show what reagents you would use to prepare the ether via the Williamson
Ether Synthesis.
SUMMARY: Epoxidation
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TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
* This review was not prepared by your professor or school and is neither approved nor endorsed by your college or university 86
TEXAS - ORGANIC CHEMISTRY I - PROF. COLAPRET
TEXAS CH 320M COLAPRET FINAL REVIEW*
PRACTICE: Predict the product of the following reaction showing stereochemistry if applicable.
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