Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
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Textbook Question
Chapter 4.12, Problem 39P
Which of the following compounds has a stereoisomer that is a meso compound?
- A 2,4-dibromohexane
- B 2,4-dibromopentane
- C 2,4-dimethylpentane
- D 1,3-dichlorocyclohexane
- E 1,4-dichlorocyclohexane
- F 1,2-dichlorocyclobutane
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Draw the two chair conformations for each of the following compounds and indicate which conformer is more stable.
Name the compound shown below.
Y
2,5,6-trimethylcyclohexene
1,4,5-trimethylcyclohexene
2,4,5-trimethylcyclohexene
2,4,6-trimethylcyclohexene
1,3,4-trimethylcyclohexene
1,3,5-trimethylcyclohexene
Name the following molecule.
CH₂CH3
H-CH3
H3C H
Br
(2R, 3R)-2-bromo-3-methylpentane
(2S,3S)-2-bromo-3-methylpentane
O (2R,3S)-2-bromo-3-methylpentane
(1R, 2S)-1-bromo-1,2-dimethylbutane
(1S,2R)-1-bromo-1,2-dimethylbutane
Chapter 4 Solutions
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Ch. 4.1 - Draw the cis and trans isomers for the following:...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Prob. 6PCh. 4.2 - Prob. 7PCh. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:Ch. 4.2 - Draw the structure of (Z)-2,3-dimethyl-3-heptene.
Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Assign relative priorities to the groups or atoms...Ch. 4.7 - Name the following:Ch. 4.7 - Prob. 22PCh. 4.7 - Draw a perspective formula for each of the...Ch. 4.8 - Prob. 24PCh. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - Prob. 29PCh. 4.9 - Prob. 30PCh. 4.10 - Prob. 31PCh. 4.10 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.11 - Prob. 34PCh. 4.11 - a. Draw the stereoisomers of...Ch. 4.11 - Prob. 37PCh. 4.11 - Prob. 38PCh. 4.12 - Which of the following compounds has a...Ch. 4.12 - Draw all the stereoisomers for each of the...Ch. 4.12 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Which of the following have an asymmetric center?...Ch. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Of all the possible cyclooctanes that have one...Ch. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Draw the stereoisomers of 2,4-dichlorohexane....Ch. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Prob. 62PCh. 4 - Draw structures for each of the following: a....Ch. 4 - Prob. 64PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Chloramphenicol is a broad-spectrum antibiotic...
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- In the drawing areas below, draw the two conformations of trans-1-bromo-4-fluorocyclohexane that are typically the most stable. Be sure your drawings make it possible to distinguish between the conformations. After you've drawn the conformations, answer the question below the drawing areas. X chair flip Click and drag to start drawing a structure. Of the two conformations you drew above, which is the more stable? ○ left O right O they are equally stable cannot decide without more information 'o X Click and drag to start drawing a structure. X ☐ : G &arrow_forwardTell whether the following pairs of compounds are identical, constitutional isomers, stereoisomers, or unrelated. (a) cis-1, 3-Dibromocyclohexane and trans-1, 4-dibromocyclohexane (b) 2, 3-Dimethylhexane and 2, 3, 3-trimethy1pentanearrow_forwardWhich has a higher percentage of the diequatorial-substituted conformer compared with the diaxial-substituted conformer: trans-1,4-difluorocyclohexane or cis-1-tert-butyl-3- fluorocyclohexane? O trans-1,4-difluorocyclohexane O cis-1-tert-butyl-3-fluorocyclohexanearrow_forward
- Which of the compounds listed on the previous page are terpenes? Which of the compounds listed on the previous page are terpenoids?arrow_forward2. The correct name for the following compound is which of the following? O 1,3-cyclopentadiene O 1,4-cyclopentadiene O O O O 1,4-cyclopentene O 1,3-cyclopentenearrow_forwardDraw all the stereoisomers for the following compounds 1-fluoro-3-methyl cyclopentanearrow_forward
- is diketone cyclohexadiene antiaromatic or nonaromatic?arrow_forwardIt is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D configuration and what conformation (axial,equatorial) would each of the three ethyl groups be in for the most stable configuration.arrow_forwardA3.arrow_forward
- ? ? CCH₂ CI meta-chloroacetophenone Zn(Hg) HCI CI CH₂CH3 meta-chloroethylbenzenearrow_forwardConsider the molecule shown below. NH2 Он Which of the following statements is true regarding this structure? O In the most stable chair conformer, both the amine and the cyclopentyl substituents would be in the equatorial position. O In the most stable chair conformer, both the amine and the alcohol substituents would be in the equatorial position. O The most stable chair conformer has no steric strain. O The cyclopentane ring is planar. O The alcohol substituent is trans to the amine substituent.arrow_forwardWhich of the following is an incorrect statement: Isomers have the same molecular formula such as cyclohexane and 1-hexene. Conformational isomers are enantiomers or diastereomers, which can interconvert through rotations around bonds within molecules, which include anti and gauche butane. Stereoisomers have the same connectivity but different arrangement of their parts in space, which include enantiomers, diastereomer, and conformational isomers, which include cis and trans dichlorocyclobutane. O Structural or constitutional isomers are molecules of the same formula but different connectivity such as 1,1-dichlorocyclopropane and 1.2-dichlorocyclobutane.arrow_forward
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