LL ORG CHEM
6th Edition
ISBN: 9781264840083
Author: SMITH
Publisher: MCG
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Chapter 28.5, Problem 12P
Interpretation Introduction
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It 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.
For rotation about the C-a – C-b bond, using the following templates, draw the Newman Projection of the
two staggered conformers that are different in energy. Fill each bond on Newman Projection with Hydrogen or
Substituents. You may use Abbreviations such as Me for Methyl, Et for Ethyl, iPr for isopropyl. Circle the Newman
projection of the most stable conformer.
a-Draw the chair structure of the compound.
b-Draw the ring-flipped structure of the compound.
c-ldentify which of these structures is the most stable or if both are equal in energy
explaining the reasoning.
a-Draw the chair structure of the compound.
b-Draw the ring-flipped structure of the compound.
c-Identify which of these structures is the most stable or if both are equal in energy
explaining the reasoning.
Chapter 28 Solutions
LL ORG CHEM
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Draw the mechanism for the radical polymerization...Ch. 28.2 - Prob. 8PCh. 28.2 - Prob. 9PCh. 28.2 - Prob. 10PCh. 28.3 - Problem 30.12
What polymer is formed by anionic...Ch. 28.5 - Prob. 12PCh. 28.5 - Prob. 13P
Ch. 28.6 - Problem 30.15
What polyamide is formed from each...Ch. 28.6 - Prob. 19PCh. 28.7 - Prob. 20PCh. 28.8 - Prob. 21PCh. 28.9 - Prob. 22PCh. 28.9 - Prob. 23PCh. 28 - Prob. 24PCh. 28 - Prob. 25PCh. 28 - 30.30 Draw each polymer in Problem 30.29 using the...Ch. 28 - Prob. 44PCh. 28 - 30.49 Draw the products of each reaction.
a. e....Ch. 28 - Prob. 56PCh. 28 - 30.56 Compound A is a novel poly (ester amide)...Ch. 28 - 30.57 Researchers at Rutgers University have...Ch. 28 - 30.58 Melmac, a thermosetting polymer formed from...Ch. 28 - 30.59 Although chain branching in radical...Ch. 28 - Prob. 61P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Draw all the possible conformations of trans- and cis-1,3-dimethylcyclobutane. Which of these conformations is the most stable conformation? Explain your answer. Discuss the type of strain(s) that affect the stability of these compounds.arrow_forwardWhich of the following statement is false about conjugated systems? A conjugated system is more stable than an unconjugated A system. The s-trans isomer is favored over the s-cis isomer. A conjugated system has C multiple resonance structures. A conjugated system can only D contain two alkenes.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
- draw and name two structures that match the description of a trans-dihalocyclopentanearrow_forwardThe energy difference between a tert-butyl group going from equatorial to axial in a cyclohexane is 18.3 kJ/mol. When two of the carbon atoms are replaced with oxygen atoms (molecule B) the energy difference between the two chair conformations drops to 5.9 kJ/mol. Explain this difference. (Hint: Consider what makes putting groups axial unfavorable).arrow_forwardReplace one of the H atoms in the ethane model with a Br atom, to form ethyl bromide CH3CH2Br, and draw a projection (lewis) and a perspective drawing. Does replacing different hydrogen atoms in CH3CH3 to produce Ch3CH2br give you different isomers? (i.e. Are all the hydrogen atoms equivalent?) How many isomers of CH3CH2Br can you construct? Make a model of one other conformer of CH3CH2Br. DId you need to break any bonds to form the second conformer from the first?arrow_forward
- Draw all the conformers of the molecule on the right as Newman projections sighted along the C3– C4 bond. Label the interactions present in each conformer. Rank the conformers from lowest to highest energy (some may be equal).arrow_forwardis diketone cyclohexadiene antiaromatic or nonaromatic?arrow_forward7) The structure of menthone is shown below. Can you circle the two isoprene units?arrow_forward
- The lind structure formula of methylcylohexanearrow_forwardIn this question, you will draw all the constitutional isomers of CH4Br₂. This compound has an IHD of 1, which means it will either have one ring or one double bond. For this question, do not consider stereoisomers.arrow_forwardDraw a structural formula for 3-chloro-3-methylhexane.arrow_forward
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