Concept explainers
(a)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater
When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.
(b)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.
When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.
(c)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.
When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.
(d)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.
When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.
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Chapter C Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Problem: (a) Draw six (6) constitutional isomers of C6H1202. (b) Which of the compounds you drew would be the most soluble in water? Explain your choice. (c) Which of the compounds you drew would be the most soluble in hexane? Explain your choice.arrow_forwardIdentify circle the alkanelike portions of the following molecules: a. b. c. d.arrow_forwardDraw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond.arrow_forward
- Draw the structures for each of the following molecules. (a) 2-fluorotoluene; (b) 4-ethoxytoluene; (c) 2-ethoxyanisole;(d) 1,3-diphenylheptane; (e) 4,4-diphenyl-1-octene; (f) benzylbenzenearrow_forwardDraw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the arrow.arrow_forwarda) Enter the name of the following compound. B) Write down all the chair conformations. c) Which conformation is the most stable and explain why. d) Which conformation is the least stable and explain why.arrow_forward
- Which of the conformations has a lower energy?arrow_forward(a) Draw and name all five isomers of formula C3H5F.(b) Draw all 12 acyclic (no rings) isomers of formula C4H7Br. Include stereoisomers.arrow_forwardDraw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the red arrow. Your projection should be oriented as shown by the arrow marked up. So the CH2SH group on the front carbon should be above the H and H3C groups, no matter which template you usearrow_forward
- 3) Draw the Newman projection for the following compound as viewed down the indicated bond in the conformation shown. F. Br &arrow_forwardDraw the structures for these molecules. (a) 2-chloropropene; (b) 3-methylbut-1-ene; (c) 2,3-dimethyl-2-butene;(d) 2-ethoxy-3,3-dimethylcyclohexene; (e) 3,4,5-trimethoxycycloheptene; (f) 3-bromo-2-methyl-4-nitrocyclopentene;(g) 3,3-dibromo-4-methylcyclopentene; (h) 4-methyl-2-pentynearrow_forwardProblem Give the systematic name for each of the following compounds: a. CH3CHCH=CHCH3 d. BRCH,CH2CH=CCH3 CH3 CH,CH3arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning