2023 F - CH202-4-6 - Final Worksheet Ch7-10 - Org
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Fall 2023 CH202/4/6 Organic Chemistry I Final Exam Preparation
Worksheet 2 of 2
This document includes questions from Chapters 1-6.
This worksheet does NOT mean to provide a complete review of the final exam. Studying only this worksheet is NOT a sufficient preparation for the final exam.
This worksheet will not be covered by the review tutorials. Midterm 1 review tutorial and Midterm 2 review tutorial have covered questions from Chapter 1-6.
If you are uncertain about any questions in this document, you are welcome to visit me during my office hours.
There are some questions that you have encountered before this point. When answering these questions, ensure that you train yourself not to recall the answer, and ensure that you force yourself to analyze the questions and follow the logic stepwise to arrive at the final answer.
1.
Which choice shows the transition state for the given S
N
2 reaction?
A.
B.
C.
D.
2.
Which of the solves is more appropriate for the following S
N
2 reaction?
A.
B.
C.
D.
Acetone, (CH
3
)
2
CO, because it is a polar aprotic solvent. Acetone, (CH
3
)
2
CO, because it is a polar aprotic solvent. Acetic acid, CH
3
COOH, because it is a polar aprotic solvent. Acetic acid, CH
3
COOH, because it is a polar aprotic solvent.
Page 1 of 14
3.
What is the mechanism for the elimination reaction shown?
A.
B.
C.
D.
Page 2 of 14
4.
Which reagents are appropriate to carry out the conversion shown?
A.
NaCl in water
B.
NaCl in ether
C.
HCl in water
D.
TsCl/pyridine followed by NaCl
5.
Provide suitable reagents for the following transformation.
A.
Step 1:
B.
Step 1:
HBr,
HBr, ROOR,
Step 2:
Step 2:
NaOMe
NaOMe
C. Step 1:
HBr,
Step 2:
t
-BuOK
D. Step 1:
HBr, ROOR,
Step 2:
t
-BuOK
6.
Which alkyl halide would proceed with the faster rate of S
N
1 reaction?
I
II
A. I is faster because it has less steric hindrance.
B.
II is faster because it has less steric hindrance.
C.
I is faster because it involves a more stable carbocation.
D. II is faster because it involves a more stable carbocation.
Page 3 of 14
7.
Predict the major product for each of the following reactions.
reaction
major product
a)
b)
c)
d)
8.
Provide suitable reagent(s) to perform each of the following transformations.
reaction
Reagent(s)
a)
Page 4 of 14
9.
For the following mechanism, identify the sequence of arrow-pushing patterns:
A.
Proton transfer
B.
Rearrangement
C.
Nucleophilic attack
D.
Loss of leaving group
10. Draw the curved arrow on the incomplete mechanism below to complete the mechanism.
Page 5 of 14
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Retype each equation into the adjacent box. Use the X' button for superscripts and the X, button for subscripts. Use the right
and left arrow keys on your keyboard to get out of either the superscript or the subscript mode.
2Na + Cl,
2NaCl
L(s) + 2e 21¯(aq)
W
étv
26
MacBook Air
DII
DD
F12
F11
F10
F9
80
F8
F7
F6
F5
F3
F4
*
&
dele
%23
$
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How was Thin Layer Chromatography (TLC) used in organic synthesis reactions ?
TLC is used to find the exact concentration of a catalyst in the reaction.
TLC can speed up a reaction because silica gel is polar.
TLC can separate components of a reaction mixture such as starting materials
and products allowing the experimenter to identify what compounds are in the
reaction mixture.
TLC is used to find percentage yield of the reaction.
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-CH₂CH₂l
Mg
ether
A
CH3CO₂H,
B
• You do not have to consider stereochemistry.
• Draw only products having the organic portion of the original alkyl halide.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
Separate products from different steps using the → sign from the drop-down menu.
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organic 1 synthesis, minimum 3
steps please! that triple bond im
assuming it has 2 carbons on the
sides.
三文
Br
Br
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Calculus Preface (?)
Brytwave Blackboard
Quizlet
Clutch
E Knowledge Check
Question 9
Black Forest Biologicals, a biotech startup, has a promising Alzheimer's drug candidate Compound SLT-88 entering Phase I trials this year. SLT-88 is the only
product formed by the reaction of two precursor compounds A and B, both of which are quite expensive. The chief medicinal chemist of Black Forest is trying
out different reaction conditions to minimize the cost of manufacturing SLT-88.
In the table below are listed the initial and final amounts of A and B used under two different trial conditions, and also the actual amount of SLT-88 recovered in
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your percentages to the nearest whole percent.
amount of A
amount of B
yield of SLT-88
Trial
initial
final
initial
final
theoretical
actual
1000. mg
0 mg
550. mg
286. mg
999. mg
150. mg
0 mg
1000. mg…
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17 pts
Bookmarks Window Help
Macmillan Learning
Question 20 of 32 >
tv
Q
$
#4
↑
© Macmillan Learning
57776
0=0
H
achieve.macmillanlearning.com
H-C-OH
reduction
H-C-OH
H₂C-OH
OCT
11
MacBook Pro
29
<6
Reaction B
Ċ
Chapter 6 HW - General, Organic, and Biological Chemistry for Health Sciences - A-
Resources
? Hint
Submit
Select Draw Templates More
Erase
//
C
0 H
G
8*
(
H
0
H
H➡C
OH
| |
A
OH
H₂C
―OH
9
0
Q2Q
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Please read the question. How do I do it
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Q1. Consider the following reaction:
2 KMnO4(aq) + 3 H₂SO4(aq) + 5 H₂O2(aq)
Complete the table below (answers must be values with proper signs and units).
A[H₂SO4)/At
-0.156 mol L ¹5-1
->>
Δ[02]/ΔΙ
0.260 mol L¹ s1
K₂SO4(aq) + 2 MnSO4(aq) + 8 H₂O(1) + 5 02(aq)
A[KMnO4]/At
Reaction Rate
-0.104 mal L'5" 0.052 MOLL'S!
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Construct the expression for Kc for the following reaction.
CH₂(g) + 2 H₂S(g) = CS₂(g) + 4 H₂(g)
Drag the tiles into the numerator or denominator to form the expression. Each reaction
participant must be represented by one tile. Do not combine terms.
[CH]
[H₂S]²
2[H₂]
2[CH]
[H₂S]*
4[H₂]
Kc =
4[CH]
[CS₂]
[H₂)²
[CH₂]²
1
2[CS₂]
[H₂]*
[CH]*
4[CS₂]
[H₂S]
[CS₂]²
2[H₂S]
[CS₂]¹
RESET
4[H₂S]
[H₂]
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BASIC
PURE SUBSTANCE
MIXTURE
UNIT
DESCRIPTION
(color; physical state; transparent/translucent/opaque;
shiny/dull malleable/ductile, shape and size of particles
for solids; odor for organic series only)
SAMPLE OF
Соmpound
(for Pure
substances
Element
MATTER
only)
Homo-
Hetero-
atom,
molecule, or
formula unit
Metal
Nonmetal
Ionic
Covalent
Series 8. ORGANIC CHEMICALS
C,H14(1)
Нехane
HC,H3O2(aq)
C4H3O2(1)
ethyl acetate
C;H60(1)
Acetone
CH,O(1)
ethyl alcohol (ethanol)
C10H3O(s)
1-naphthol
C;H,O(1)
Benzaldehyde
C3H3O2(1)
methyl benzoate
C,H§O(I)
trans-cinnamaldehyde
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Q. CH2=CH2 + (CH3)3SiH --> CH3CH2Si(CH3)3
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Answer questions 3 and 4
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Draw structural formulas for organic products A and B in the window below.
CH3
CH3CH₂CHCHCH3
Br
Li
pentane
A
Cul
B
• Draw only products having the organic portion of the original alkyl halide.
• Draw carbon-lithium bonds using the single bond tool. If a structure has a copper-lithium
bond, do not draw the lithium.
Separate products from different steps using the → sign from the drop-down menu.
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Explain the potential problems of each. Just use 1-2 sentences for each.
1.03
2. Zn
CHO
CHO
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The heating of CuSO4. 5H2O(S) yields several transitions as a function of temperature. The table below gives the percentage of original mass lost as a function of the approximate temperature. Use these percentages to determine the sequence of decompositions and write chemical equations for each transition. percentage of original mass lost 14.5 29.0 36.0 51.5 67.0 70.5 approximate temperature (Degree C) 100 130 220 800 910 1020
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d.
e.
f.
1. BH3, THF
2. NaOH, H₂O2, H₂O
Br₂
DCM
HBr
-40 °C
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OH
HO.
1. PCC, CH;Cl2
2. КоН (cat),
ELOH, 78 °C
`OH
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I.
Complete the reaction map below
А.
HO
HO
2
H2/Pt
cold KMNO4
3
Ck
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Please give the appropriate reagents to complete the following synthesis.
1
2
HO
O3/DMS
Br2/hv
CH3B
AICI3/Cl2
1.. Li
2. Cul
HBr/H202
ELOH
Br2/DCM
AICI3/CH3CI
Cl2/hv
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not to do as to know what to do. The following reactions all have serious drawbacks to them.
Explain the potential problems of each. Just use 1-2 sentences for each.
Br
1.03
2. Zn
(CH3)3COK
CH3CH₂OH
CHO
CHO
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OH
SYNTHESIS
1. POCI3
2. HBr, ROOR
3. Mg, ether
4. benzaldehyde
5. H3O+ workup
6. PCC
7. CH3MgBr
8. H3O+ workup
Br
T
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first, execute plan 1 to solve the problem. Please explain every step.
Think about the way that you can use to make sure that your answer makes sense. write down your assessment.
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D Chemical Reactior x
dochu.com/tyan
Chemical Reactions Lab.pdf
Last saved 20 hours ago
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V- a Slgn
3. Methane (CHa) or natural gas is a coloriess, odorless gas. Chemical companies add a
chemical that gives off a distinctive odor with the gas. This is the reason we seem that rotten
egg smell when it is leaking. Why is this necessary?
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THIS CAN NOT BE HAND DRAWN!
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In any manufacturing process, reaction monitoring ensures that a chemical reaction proceeds as expected. Table 1 shows the monitoring data for the formation of chlorohexane, collected using a technique called gas chromatography. Note that the concentrations of the chlorohexane solutions are given in millimoles per litre (mmol l–1). The abbreviation mM (millimolar) is frequently used. Plot a graph of the data in Table 1. The graph should be drawn on graph paper or use fine grid if it’s drawn on Excel.
Elapsed Time/Hours
Concentration of Chlorohexane/mM
0
0
2
40
4
65
6
80
8
90
10
95
12
99
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When setting up an organic reaction for the first time, a concentration of reactants in tens to hundreds of micromolar range (mM) is often required. How much solvent (DCM) is required to prepare a solution that has a reactant concentration of 200mM?
a) 0.126mL
b) 1.26mL
c) 12.60mL
d) 126mL
e) None of the options is correct.
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