Concept explainers
(a)
Interpretation: The energy difference between the most stable and next best conformation in (a) needs to be determined. The ratio of two at 300 K needs to be determined.
Concept Introduction: The conformational isomers are those stereoisomers in which the isomers can be interconverted into each other by the rotation about single bonds.
(b)
Interpretation: The energy difference between the most stable and next best conformation in (b) needs to be determined. The ratio of two at 300 K needs to be determined.
Concept Introduction: The conformational isomers are those stereoisomers in which the isomers can be interconverted into each other by the rotation about single bonds.
(c)
Interpretation: The energy difference between the most stable and next best conformation in (c) needs to be determined. The ratio of two at 300 K needs to be determined.
Concept Introduction: The conformational isomers are those stereoisomers in which the isomers can be interconverted into each other by the rotation about single bonds.
(d)
Interpretation: The energy difference between the most stable and next best conformation in (d) needs to be determined. The ratio of two at 300 K needs to be determined.
Concept Introduction: The conformational isomers are those stereoisomers in which the isomers can be interconverted into each other by the rotation about single bonds.
(e)
Interpretation: The energy difference between the most stable and next best conformation in (e) needs to be determined. The ratio of two at 300 K needs to be determined.
Concept Introduction: The conformational isomers are those stereoisomers in which the isomers can be interconverted into each other by the rotation about single bonds.
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Organic Chemistry: Structure and Function
- Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.arrow_forwardb. Draw a Newman projection of the given compound H viewed from C-2 to C-3 orientated according to the first template. Then use the Newman projection to demonstrate the most stable conformation around the C2-C3 bond according to the second template. (Hint: Order of decreasing group size 'Pr > CH2CH3 > CH3 > OH > Br > H] NH2 Me Ме H 'Pr Given conformation Most stable conformationarrow_forwardreq Zreq 2req 2req 2req [Review Topics) [References] Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. OH HC Group a is Group bis Group cis Submit Answer OH b Retry Entire Group 9 more group attempts remaining o O · 9020 0arrow_forward
- Draw the most stable conformation of the disubstituted cyclohexane below.arrow_forwardFor each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformers will be both equatorial in one chair conformer and both axial in the other (A) or one equatorial and one axial in each of the chair conformers (B): Drag the appropriate items to their respective bins.arrow_forwardGiven the planar trisubstituted cyclohexane, fill in the missing substituents (with H or Cl) to complete the two possible cyclohexane chair conformations. Then, determine the more stable conformer. You might find it helpful to make a model of the cyclohexane to help visualize the chair conformations CI CI H. H chair flip H H. H. H. Answer Bank H. Chair 2 Chair 1arrow_forward
- Which of the following two conformations of trans-3-methylcyclohexanol is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.arrow_forwardRank the following conformations in order from least stable to most stable. CBr3 H3C- CBr3 CBB3 H. H CBB3 CBrs H. H. CH3 H. CH3 CBr3 F CI F CI F CICH3 CIH CIH H CH3 A B E Farrow_forwardDraw as many resonance structures as you can for the following carbonation. Label all of the carbonation structures as 1,2,3 (primary,secondary,tertiary) and circle the most stable conformation in terms of the carbonation.arrow_forward
- For every structure below, draw the most stable chair conformation. Where two or more conformations are equally stable, draw both.arrow_forwardConsider (1R, 2S, 3S)-1-bromo-2- chloro-3-fluorocyclohexane, shown below. The most stable conformation of (1R, 2S, 3S)-1-bromo-2-chloro-3- fluorocyclohexane has... Bromine equatorial, chlorine A equatorial, fluorine equatorial Bromine axial, chlorine В equatorial, fluorine equatorial Bromine equatorial, chlorine C equatorial, fluorine axial Bromine axial, chlorine D equatorial, fluorine axial Bromine equatorial, chlorine E axial, fluorine equatorialarrow_forward4. Now it's your turn. Using 3 as a template, draw the following molecules in their most stable conformation. You do not have to draw the least stable conformation, unless you find it helpful practice. a. b. C. d. Jo LOH Me § CI C/*** Br OH H HO... sop C/ = Mearrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning