EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Chapter 5.10A, Problem 5.17P
Draw a Fischer projection for each compound. Remember that the cross represents an asymmetric carbon atom, and the carbon chain should be along the vertical, with the IUPAC numbering from top to bottom.
- a. (S)-propane-1,2-
diol - b. (R)-2-bromobutan 1-ol
- c. (S)-1,2-dibromobutane
- d. (R)-butan-2-ol
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5. Draw the structure of (S)-1-bromo-1-chloropropane. Take care to indicate the three-
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6. How many chiral centers does the following compound contain?
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HO₂C H
F.
H3C
H
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1. Draw the two conformations of trans-1-bromo-3-methylcyclohexane using both the Newman
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conformers will be present at equilibrium?
2. Draw a structure of a chiral alcohol.
• Question 5: Label each stereogenic center as R or S.
CH₂
a.
CH₂CH₂
b. CH
H
1
NH₂
H
CH3
CH₂CH₂
T
C.
D
CI
CH3
d. Br C
ICH₂
H
e.
f.
H*
HO
C
HOOC
CH₂
HO
CH(CH3)2
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g.
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Chapter 5 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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- Glucose is a simple sugar with five substituents bonded to a sixmembered ring.a.Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring. b.Convert this representation to one that uses a hexagon with wedges and dashed wedges. c.Draw a constitutional isomer of glucose. d.Draw a stereoisomer that has an axial OH group on one carbon.arrow_forwardPlease answer A,B and Carrow_forwardAa.121.arrow_forward
- 6. Indicate whether the circled carbon in each of these is chiral a. CH3-CH-CH2-CH3 b. CH3-CH2-C-CH3 Cl c. CH3-CH2-CH-OH d. Br CH2 ©H H,C CH2 CH3 HC. CH2 Br CHarrow_forwardUsing the cyclohexane with the C’s numbered as shown, draw a chair form that fits each description. a. The ring has an axial CH3 group at C1 and an equatorial OH on C2. b. The ring has an equatorial CH3 group on C6 and an axial OH group on C4. c. The ring has equatorial OH groups on C1, C2, and C5.arrow_forwardDraw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each description. a.a 1,1-disubstituted cyclohexane with an axial CH3CH2 group b. a cis-1,2-disubstituted cyclohexane with an axial CH3 group c. a trans-1,3-disubstituted cyclohexane with an equatorial CH3 group d. a trans-1,4-disubstituted cyclohexane with an equatorial CH3CH2 group.arrow_forward
- Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each description. a. a 1,1-disubstituted cyclohexane with an axial CH3CH2 group b. a cis-1,2-disubstituted cyclohexane with an axial CH3 group c. a trans-1,3-disubstituted cyclohexane with an equatorial CH3 group d. a trans-1,4-disubstituted cyclohexane with an equatorial CH3CH2 grouparrow_forward3. Construct models of 2,3-dibromobutane. Construct as many stereoisomers as possible. (How many stereoisomers are possible?) Label each stereogenic center. a. Draw 3-D (wedge) structures of each stereoisomer. b. Draw Side-view projections of each stereoisomer. Draw Newman projections of each stereoisomer. d. Draw Fischer projections of each stereoisomer. C.arrow_forwardConsider 1,2-dimethylcyclohexane. a.Draw structures for the cis and trans isomers using a hexagon for the sixmembered ring. b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d.Which isomer, cis or trans, is more stable and why?arrow_forward
- 6. What is the product? CH3 осно A. C. A and B A. A B. B C. C CH3 B. DBN CH₂arrow_forwardDetermine if each compound is identical to or an enantiomer of A.arrow_forward4. Do the following structures represent the same molecules or pairs of enantiomers? Additionally, convert the perspective structures to Fischer projections and vice versa. a. b. C. d. 11 CH HOH₂CH₂C-COH CH₂Br H₂C-CCI CH₂CH3 CH₂Br H-OH CH3 CI HỌC CHỊCH H CH₂CH3 CI HẠCH,C-C 'CH, CH₂Br H₂CH₂C-CH₂CH₂OH OH H HO-CH3 CH₂Br CH3 0-5-6-5 H+CI CH CH₂CH3arrow_forward
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