(a)
Interpretation:
The Newmann projection and sawhorse conformations of the given line-and-wedge structure are to be drawn.
Concept introduction:
Newmann projection is a way of representing the groups attached to carbon atoms in the
The line-and-wedge representation is used to show the molecule in three dimensions.
The sawhorse representation is used to show the above carbon atom on right side in a molecule.
(b)
Interpretation:
The line-and-wedge and sawhorse conformations of the Newmann projection of (a) by rotating
Concept introduction:
Newmann projection is a way of representing the groups attached to carbon atoms in the
The line-and-wedge representation is used to show the molecule in three dimensions.
The sawhorse representation is used to show the above carbon atom on right side in a molecule.
(c)
Interpretation:
The line-and-wedge and sawhorse conformations of the Newmann projection of (a) by rotating
Concept introduction:
Newmann projection is a way of representing the groups attached to carbon atoms in the
The line-and-wedge representation is used to show the molecule in three dimensions.
The sawhorse representation is used to show the above carbon atom on right side in a molecule.
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Organic Chemistry
- On the left is a stereorepresentation of glucose (we discuss the structure and chemistry of glucose in Chapter 25). (a) Convert the stereorepresentation on the left to a planar hexagon representation. (b) Convert the stereorepresentation on the left to a chair conformation. Which substituent groups in the chair conformation are equatorial? Which are axial?arrow_forwardConsider 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.arrow_forwardUsing Newman projections, draw each of the following molecules it most stable staggered, least stable staggered, least stable eclipse and most stable eclipse conformations with respect to the bond indicated:(a) 4-ethyl-3-methylheptane, C3-C4(b) 4-isoproply-2,4,5-trimethylheptane, C4-C5(c) 6-isopropyl-2,5-dimethylnonane, C5-C6arrow_forward
- Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2¬C3 bondarrow_forward1.Draw boat and chair forms of cyclohexane. Clearly indicate the axial and equatorialpositions on the chair form. Indicate which is more stable and give reasons for your answer 2. Draw chair forms for all possible stereoisomers of the following and write e IUPAC names and include cis-trans (a) Chlorocyclohexane (b) 1,2-Dichlorocyclohexane(c) 1,3-Dichlorocyclohexane (d) 1,4-Dichlorocyclohexaarrow_forwardC6H12 From the chair conformation, rotate about the carbon-carbon bonds of the ring to form a boat conformation. In the boat conformation carbon atoms 1 and 4 are both above (they could also both be below) the plane described by carbon atoms 2, 3, 5 and 6. Look through each of the C-C bonds in the cyclohexane ring. Do you observe any eclipsing interactions? If so, describe what atoms/substituents are eclipsing.arrow_forward
- Write the energy diagram corresponding to each conformer by writing the conformers (and Newman projection formulas) formed by the rotation of the bond between the carbon 3 and 4 (C3 and C4) of the 2-methylpentane. Indicate the most stable and unstable conformers.arrow_forwardUsing Newman projections, draw each of the following molecules it most stable staggered, least stable staggered, least stable eclipse and most stable eclipse conformations with respect to the bond indicated: (b) 4-isoproply-2,4,5-trimethylheptane, C4-C5(c) 6-isopropyl-2,5-dimethylnonane, C5-C6 please answer B and Carrow_forwardDraw the conformational analysis of 1-bromobutane looking at the C1-C2 bond. Provide the appropriate names for each conformation.arrow_forward
- Sight along the C2-C1 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-C1 bond.(d) Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 4.0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.arrow_forwardDraw a Newman projection of the most stable conformer of 3-ethylhexane about the C2-C3 bond.arrow_forwardUsing Newman projections draw the most stable and least stable conformers of 3-methylhexane, viewed along the C2-C3 bond.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning