ORGANIC CHEMISTRY,VOL.1 >CUSTOM<
10th Edition
ISBN: 9781260020724
Author: Carey
Publisher: MCG CUSTOM
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Textbook Question
Chapter 3, Problem 21P
Draw Newman projections for the gauche and anti-conformations of 1,2-dichloroethane
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Draw Newman projections for the gauche and anti conformations of 1,2-dichloroethane (ClCH2CH2Cl).
Draw the staggered and eclipsed conformations that result from rotation around the C–C bond in CH3–CH2Br.
Using Newman projections draw the most stable and least stable conformers of 3-methylhexane, viewed along the C2-C3 bond.
Chapter 3 Solutions
ORGANIC CHEMISTRY,VOL.1 >CUSTOM<
Ch. 3.1 - Identify the alkanes corresponding to each of the...Ch. 3.1 - Find the conformations in Figure 3.4 in which the...Ch. 3.2 - Sketch a potential energy diagram for rotation...Ch. 3.2 - Acetylcholine is a neurotransmitter in the central...Ch. 3.2 - Prob. 5PCh. 3.5 - The heats of combustion of ethylcyclopropane and...Ch. 3.8 - Prob. 7PCh. 3.10 - The following questions relate to a cyclohexane...Ch. 3.10 - Draw the most stable conformation of...Ch. 3.11 - Prob. 10P
Ch. 3.11 - Prob. 11PCh. 3.12 - Based on what you know about disubstituted...Ch. 3.12 - Write structural formulas for the most stable...Ch. 3.14 - Cubane (C4H8) is the common name of the polycyclic...Ch. 3.14 - Prob. 15PCh. 3.14 - Prob. 16PCh. 3.14 - Prob. 17PCh. 3.14 - Prob. 18PCh. 3.15 - Prob. 19PCh. 3 - Give the IUPAC names of each of the following: (a)...Ch. 3 - Draw Newman projections for the gauche and...Ch. 3 - Identify all atoms that are (a) anti and (b)...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Prob. 25PCh. 3 - Prob. 26PCh. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Oxidation of 4-tert-butylthiane proceeds according...Ch. 3 - The following are representations of two forms of...Ch. 3 - Draw (a) a Newman projection of the most stable...Ch. 3 - Write a structural formula for the most stable...Ch. 3 - Sight down the C-2-C-3 bond, and draw Newman...Ch. 3 - Prob. 34PCh. 3 - Sketch an approximate potential energy diagram for...Ch. 3 - Prob. 36PCh. 3 - Even though the methyl group occupies an...Ch. 3 - Which do you expect to be the more stable...Ch. 3 - Arrange the trimethylcyclohexane isomers shown in...Ch. 3 - Identify the more stable stereoisomer in each of...Ch. 3 - One stereoisomer of 1,1,3,5-tetramethylcyclohexane...Ch. 3 - One of the following two stereoisomers is...Ch. 3 - In each of the following groups of compounds,...Ch. 3 - The heats of combustion of the more and less...Ch. 3 - The measured dipole moment of ClCH2CH2Cl is 1.12D....Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Prob. 48DSPCh. 3 - Prob. 49DSPCh. 3 - Prob. 50DSPCh. 3 - Prob. 51DSPCh. 3 - Prob. 52DSPCh. 3 - Prob. 53DSP
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- Draw the most stable conformation of pentane, using wedges and dashes to represent bonds coming out of the paper and going behind the paper, respectively.arrow_forwardFollowing is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.arrow_forwardWrite the Newman projection is the most stable conformer for (S)-4-chlorobutan-2-ol?arrow_forward
- Perform a conformational analysis of 2-methylbutane, (CH3)2CHCH2CH3, looking down the C2-C3 bond. Pay attention to the relative energies of the various conformations, but do not concern yourself with the actual energy values.arrow_forwardWhy are these two conformational isomers? I was under the impression that in molecules with only sigma bonds, the bonds can rotate freely, and so the placement of the chlorines wouldn't matter?arrow_forwardWhich conformation is the most STABLE STAGGERED conformation of 2,3-dimethylbutane along the C2-C3 bond?arrow_forward
- Chemistry Determine how many substituents in the axial position does the most stable conformer of (1R,2S,4R)-4-bromo-1,2-dimethylcyclohexane have?arrow_forwardWhich molecule produces the following plot of potential energy versus rotation of the C2-C3 bond? a) ethane b) butane c)2,3-Dimethylbutane d)Propanearrow_forwardPerform a conformational analysis of 1,2-dibromo-1-fluoroethane, BrFCH-CH2Br. Pay attention to the relative energies of the various conformations, but do not concern yourself with the actual energy values.arrow_forward
- Calculate the energy difference between the two chair conformers of trans-1,2-dimethylcyclohexane.arrow_forwardConstruct a model of chloroethane, CH3CH2Cl. Remember that these models do not actually show the relative sizes of different atoms. View the model along the carbon-carbon axis and draw the sawhorse and Newman projections of the preferred conformation.arrow_forwardDraw Newman projections of the two conformers of cis-1,3-dimethylcyclohexane.arrow_forward
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