Consider 2-methylbutane (isopentane). Looking along the C2-C3 bond: a) Draw a Newmann projection of the most stable conformation. b) Draw a Newmann projection of the least stable conformation. c) Indicate the gauche form. d) State the eclipsed Newmann projection. An eclipsed CH3-CH3 interaction has an energy value of 11 kJ / mol and a gauche CH3-CH3 interaction has an energy value of 3.8 kJ / mol, the data are given if you need them.

Consider 2-methylbutane (isopentane). Looking along the C2-C3 bond: a) Draw a Newmann projection of the most stable conformation. b) Draw a Newmann projection of the least stable conformation. c) Indicate the gauche form. d) State the eclipsed Newmann projection. An eclipsed CH3-CH3 interaction has an energy value of 11 kJ / mol and a gauche CH3-CH3 interaction has an energy value of 3.8 kJ / mol, the data are given if you need them.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section2.5: Conformations Of Alkanes And Cycloalkanes

Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...

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Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?
Consider pentane, C5H12. Looking through the internal C3-C4single bond, draw thesix Newman projections (where the angle between two bonds as you look through the C3and C4bond is either 0°or 60°of the different conformations. Label the conformers/rotamers using I, II, etc. a.Which conformer is the most stable? the least stable? b.Which rotamer is the anticonformer? the gaucheconformer? c.Draw the anticonformer in saw horse projection.
Sight along the C2-Cl bond of 2-methylpropane (isobutane). a. Draw a Newman projection of the most stable conformation. b. Draw a Newman projection of the least stable conformation. c. Make a graph of energy versus angle of rotation around the C2-Cl bond. d. Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.
For 1,2-dichloroethane: a.Draw Newman projections for all eclipsed conformations formed by rotation from 0° to 360° about the carbon-carbon single bond. b.Which eclipsed conformation(s) has (have) the lowest energy? Which has (have) the highest energy? c.Which, if any, of these eclipsed conformations are related by reflection?
Sighting along the appropriate C-C bond of neopentane C(CH3)4: a) Draw its Newman projections. b) How much energy does the most unstable conformation possess? c) Make the energy diagram for the different conformers.
3. For pentane draw Newman projections for the Syn-periplanar, conformation. the Anti- periplanar conformation and a Gauche conformation. Use C2 as the front carbon and C3 as the back carbon. Label each conformation, circle the highest energy conformation and underline the lowest energy conformation.
4. For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable conformation and label the substituent groups as axial or equatorial. (a) CH3 CH; (b) (CH3)C CH3
Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. (c) Calculate amount of strains in each conformation.
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.
XIX. Draw the ring flip for compound A and label compound B. Calculate and compare the energies of the two conformers (A and B respectively), knowing that a methyl-methyl gauche interaction is 3.8 kJ/mol, the H-CH3 diaxial interaction is 3.75 kJ/mol and the CH3 - CH3 diaxial interaction is 15 kJ/mol. Which isomer is more stable? 4 H3C 5 CH3 A 6 2 CH3 CH3 B
Consider the cyclohexane framework in a chair conformation, where carbon 1 has two substituents, X and Y. a. Label each position as axial or equatorial. b. On the same figure, label all positions that are gauche to the Y group on carbon 1. A bin may hold more than one label. axial equatorial X 1 equatorial equatorial 2 axial axial axial gauche 3 axial gauche 5 equatorial equatorial 4 axial equatorial Answer Bank equatorial gauche axial
4. a) Calculate the units of unsaturation for the formula C6H10O2. b) Draw a structure of C6H1002 that has no formal charges and a) ester and ring b) carboxylic acid lotfasss.com 5. A student tried to draw the most stable conformation of the molecule shown below. What is wrong with the Newman projection that they drew? view OCH 3 H H H 6. A student tried to draw one of the chair conformations of the molecule shown below. What is wrong with the chair that they drew? H3C Student answer for most stable Newman Projection H3C. CH3 H OH TH H H H UU .H OCH 3 has: c) ketone and alcohol H 7. Which type(s) of strain are present in the following molecules? (steric, torsional, angle, etc) H H O H H H H H H