HW_5_-_2024
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MCMP 204 Spring 2024 HW 5 DUE 02/12/2023 Name PU ID# 1) For the following pairs of molecules determine whether they are identical
, constitutional isomers, or enantiomers
or diastereomers
. Write your choice in the corresponding boxes below the molecules. (2 points) 2) The molecule below is (+)-ephedrine. Label the chiral centers as R
or S
in the boxes that correspond to the numbered carbons. (2 points) 3) The specific rotation for pure (+
)-ephedrine at 20 °C and 589 nm polarized light is [
D
] = +6.3. For a mixture of enantiomers, the observed [
D
] = +4.1. In the box calculate the % enantiomeric excess for the (+
)-ephedrine (%ee
S
) from this data. (2 points) Carbon 1 Carbon 2 Ava
Erdmann
enantiomers
diastereomos
enantiomers
constitutional
isomers
S
s
4.
I
T.gs
0.65=65
to
MCMP 204 Spring 2024 HW 5 DUE 02/12/2023 4) Assign the configuration as E
or Z for the molecule in the box provided. (2 point) Z
E
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Related Questions
1. Draw all possible stereoisomers for the following molecule. Once drawn, assign the
configuration at each chiral center as R or S. Give the relationship between each
stereoisomer that was drawn as enantiomers, diastereomers, or meso compound. You may
build a table to give the relationship between each stereoisomer.
ОН
NH2
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Shown are two stereo representations of lactic acid. Compare the two structures shown. Determine whether they
represent identical molecules or mirror images.
identical
COOH
COOH
H"
OH
CH3
H3C
HO
Determine the absolute configuration of the two structures.
Left: S✔ Right: S
An error has been detected in your answer. Check for typos,
miscalculations etc. before submitting your answer.
H
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I NEED HELP WITH BOTH QUESTIOND PLEASE
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I need help with this please
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Hw.212
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Build a model (attach a photo) for any of the following compounds. What is their relationship:
(i) Identical in the same conformation, (ii) conformers, (iii) enantiomers, (iv) diastereomers,
(v) constitutional (structural) isomers or none of (i) – (v)? 4
1.4
он
H.
LOH
$Bu
CI
$Bu
Relationship:
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a.
C1-
C3-
For each chiral carbon labeled in the structures below (see the numbers), assign R or S absolute configuration in the boxes
provided - you only need to enter R or S. Then, state (in the box provided) whether the molecules are enantiomers, identical,
diastereomers, or not related.
0
OH
OH
2
OH
X
3
and
1-44
C2-
C4-
OH
and
OH
2
Related-
hp
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For the following molecules, draw all possible stereoisomers using line-angle formulas with
wedge/dash notation. Label the stereocenters as R or S. Indicate which ones are enantiomers
and which ones are diastereomers. (Remember: there are 2 stereoisomers possible for a
molecule with n chiral centers)
(A)
(B)
(C)
(1 chiral center)
Br
OH
(2 chiral centers)
CI OH
CH3
(3 chiral centers)
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1a. How many stereogenic centers are present 1c. Draw a three-dimensional structure of a
in the structure below? Indicate them with
asterisk(s). How many stereoisomers
stereoisomers are
possible?
chiral compound with the molecular formula
of C4H4Cl₂ that does not have a stereogenic
carbon. In addition, draw the enantiomer of
this compound.
Number of stereogenic centers:
Number of stereoisomers possible:
1b. Draw one of the two most stable
stereoisomers of the compound in 1a using a
planar structure with wedges and dashes. Now
draw it in its preferred chair conformation.
1d. Draw two meso compounds with the
molecular formula of C7H14.
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) NH₂
For the questions below, more than one answer may be correct.
Circle all of the correct answers regarding the following compounds.
Br
Br
A
Br
B
Br
(a) Which pair of compounds are identical?
(b) Which pair of compounds are enantiomers?
(c) Which pair of compounds are diastereomers?
(d) Which compounds are chiral?
(e) Which compounds are meso?
C
Br
Br
D
AB AC AD BC BD CD none
AB AC AD BC BD CD none
AB AC AD BC BD CD none
ABCD none
A B C D none
5
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3
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OH
CH3CH=CHCHCH2CH3
4-hexen-3-ol
Four stereoisomers exist for 4-hexen-3-ol. Draw the structure of the isomer that has the E configuration around the double bond and the S configuration at the chiral center.
Use the wedge/hash bond tools to indicate stereochemistry where it exists.
You do not have to explicitly draw H atoms.
⚫ If a group is achiral, do not use wedged or hashed bonds on it.
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Draw a structural formula of the S configuration of the compound shown below.
• Use the wedge /hash bond tools to indicate stereochemistry where it exists.
Include H atoms at chiral centers only.
• Ifa group is achiral, do not use wedged or hashed bonds on it.
CH3
CH3
CH;CHCHCN
CH,CH,CH,CHCH,CH,
CH2NH2
Draw a structural formula of the RS configuration of the compound shown below.
Use the wedge /hash bond tools to indicate stereochemistry where it exists.
• Include H atoms at chiral centers only.
If a group is achiral, do not use wedged or hashed bonds on it.
ÇI
arrow_forward
Build a model (attach a photo) for any of the following compounds. What is their relationship:
(i) Identical in the same conformation, (ii) conformers, (iii) enantiomers, (iv) diastereomers,
(v) constitutional (structural) isomers or none of (i) – (v)?
H
OH
H.
HO
$Bu
CI
$Bu
Relationship:
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Draw all possible stereoisomers for HC=OCHClCHClCH2Br. Label the compounds as Compound I, II, etc.. Determine the relation of each of these compounds to another (pair relations as enantiomers, diastereomer, mesocompound or no relations).
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Assign (R) or (S) configuration to each chiral center in the molecules below. Then indicate if the
molecules are identical, constitutional isomers, enantiomers, or diastereomers.
F
F
ОН
VS.
OH
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2 Identify the following pairs of compounds as identical or isomers. If they are isomers, are they
constitutional isomers or stereoisomers? If they are stereoisomers, are they enantiomers or
diastereomers? Clearly write the words- identical, enantiomers, diastereomers, constitutional isomers.
H3C
CH3
and
H3C.
H3C
Br
H.
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3. For each of the following pairs of structures identify the
stereochemical relationship as identical, constitutional isomers,
enantiomers or diastereomers. (^-
a)
b)
SH
H₂C
SH
CH 3
၀င်း
H₂C
CH3
H
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1. How are each of the structures A-F related to structure X? They could be E (enantiomers), D
(diastereomers), C (conformers), or I (identical).
CH3
CH3
НО.
CI-
Br
CH2OH
CI CH3
CI
CI
Br
HOH2C
ОН
HO
Br
'CI
HOH,C" OH
Br
CI
HOH2Ċ CI
X
А.
В
C
CI
CI
HO
CI
CI
Br
CH3
CI
Br
-CH3
H3C
CH2OH
ОН
Br
CI-
ČH2OH
HO "CH,OH
D
F
E
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Help! Please explain how you got the answer

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CH3 CHCH CHBrCH2 C≡C CH(OH)CH2CH3
Need to draw this 3D structure w/ chiral centers and come up with the name w/ stereochemistry
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Could some one answer these
Question 1 and 2
Parts A-B-C
I do not need a super detailed explanation i just need to see if did them correctly this is a practice set and is non graded
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Classify the following pair of compounds as the same compound, enantiomers, diastereomers,
constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or
(S) designation, for each.
H
÷
||I
The correct IUPAC names are:
||
J
k
CI
same compound
enantiomers
diastereomers
constitutional isomers
not isomeric
Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3S)-2,3-dichloropentane
Compound I: (2S, 3S)-2,3-dichloropentane, Compound II: (2S, 3S)-2,3-dichloropentane
Compound I: (2S, 3R)-2,3-dichloropentane, Compound II: (2S, 3R)-2,3-dichloropentane
Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3R)-2,3-dichloropentane
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Draw the structure of the enantiomer of Ribose.
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3A. and 3F.
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Same answers for the #2 sub questions
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Department
Final EXd
Q1: Coibacin B is a natural product that exhibits potent anti-inflammatory activity and potential activity in the
treatment of leishmaniasis, a disease caused by certain parasites.
HAH
H
(a) Assign the configuration (R or S) of each chiral center in coibacin B.
(b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the
alkenes is fixed.
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Check the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of the above box under the table.
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Related Questions
- 1. Draw all possible stereoisomers for the following molecule. Once drawn, assign the configuration at each chiral center as R or S. Give the relationship between each stereoisomer that was drawn as enantiomers, diastereomers, or meso compound. You may build a table to give the relationship between each stereoisomer. ОН NH2arrow_forwardShown are two stereo representations of lactic acid. Compare the two structures shown. Determine whether they represent identical molecules or mirror images. identical COOH COOH H" OH CH3 H3C HO Determine the absolute configuration of the two structures. Left: S✔ Right: S An error has been detected in your answer. Check for typos, miscalculations etc. before submitting your answer. Harrow_forwardI NEED HELP WITH BOTH QUESTIOND PLEASEarrow_forward
- I need help with this pleasearrow_forwardHw.212arrow_forwardBuild a model (attach a photo) for any of the following compounds. What is their relationship: (i) Identical in the same conformation, (ii) conformers, (iii) enantiomers, (iv) diastereomers, (v) constitutional (structural) isomers or none of (i) – (v)? 4 1.4 он H. LOH $Bu CI $Bu Relationship:arrow_forward
- a. C1- C3- For each chiral carbon labeled in the structures below (see the numbers), assign R or S absolute configuration in the boxes provided - you only need to enter R or S. Then, state (in the box provided) whether the molecules are enantiomers, identical, diastereomers, or not related. 0 OH OH 2 OH X 3 and 1-44 C2- C4- OH and OH 2 Related- hparrow_forwardFor the following molecules, draw all possible stereoisomers using line-angle formulas with wedge/dash notation. Label the stereocenters as R or S. Indicate which ones are enantiomers and which ones are diastereomers. (Remember: there are 2 stereoisomers possible for a molecule with n chiral centers) (A) (B) (C) (1 chiral center) Br OH (2 chiral centers) CI OH CH3 (3 chiral centers)arrow_forward1a. How many stereogenic centers are present 1c. Draw a three-dimensional structure of a in the structure below? Indicate them with asterisk(s). How many stereoisomers stereoisomers are possible? chiral compound with the molecular formula of C4H4Cl₂ that does not have a stereogenic carbon. In addition, draw the enantiomer of this compound. Number of stereogenic centers: Number of stereoisomers possible: 1b. Draw one of the two most stable stereoisomers of the compound in 1a using a planar structure with wedges and dashes. Now draw it in its preferred chair conformation. 1d. Draw two meso compounds with the molecular formula of C7H14.arrow_forward
- ) NH₂ For the questions below, more than one answer may be correct. Circle all of the correct answers regarding the following compounds. Br Br A Br B Br (a) Which pair of compounds are identical? (b) Which pair of compounds are enantiomers? (c) Which pair of compounds are diastereomers? (d) Which compounds are chiral? (e) Which compounds are meso? C Br Br D AB AC AD BC BD CD none AB AC AD BC BD CD none AB AC AD BC BD CD none ABCD none A B C D none 5arrow_forward3arrow_forwardOH CH3CH=CHCHCH2CH3 4-hexen-3-ol Four stereoisomers exist for 4-hexen-3-ol. Draw the structure of the isomer that has the E configuration around the double bond and the S configuration at the chiral center. Use the wedge/hash bond tools to indicate stereochemistry where it exists. You do not have to explicitly draw H atoms. ⚫ If a group is achiral, do not use wedged or hashed bonds on it.arrow_forward
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SEE MORE QUESTIONS
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Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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ISBN:9780618974122
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