Concept explainers
(a)
Interpretation:
The Newman projections of
Concept introduction:
A Newman projection visualizes the conformation of a molecule about a
(b)
Interpretation:
The more stable configuration out of the two shown is to be identified.
Concept introduction:
The stability of cyclic hydrocarbons depends on two factors – ring strain and torsional strain. With only three ring carbons, the ring is an equilateral triangle, with
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Organic Chemistry: Principles And Mechanisms
- 10) Draw a Newman Projection along the C3-C4 for the molecule shown below. (C3 should be in front.) C3 C4 HO OHarrow_forward(a) Using Newman projections, draw all staggered and eclipsedconformations that result from rotation around the bond highlighted in red in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond.arrow_forward4) Draw the most stable and least stable Newman projections of the following compound viewed along the indicated bond. Br Harrow_forward
- Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond.arrow_forwardQ2. a) Draw the Newman projection of the most stable staggered conformation of 2-methylpentane, looking down the 3,4 bond. H3C c-CH2-CH2CH3 H3C´H b) The structure of cis-1-tert-butyl-3-methylcyclohexane is shown below. Draw both chair forms of this molecule, and circle the one you think is less stable. Me 't-Buarrow_forwardConsider 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.arrow_forward
- a) Sighting along its C-N bond, draw the Newman projection of the conformation of dimethylamine given in perspective below. (Note the presence of the lone pair of electrons on the nitrogen.) H H C-N H CH3arrow_forwardConsider the Newman projection below. a. Draw a full Lewis structure of this molecule with R1=Me,R2=Et , and R3=iPr . b. Given the sizes of these R groups (R3R2R1) , does the Newman projection above show thelowest potential energy conformation of this bond? If not, draw a Newman projectionshowing the lowest P.E. conformation (sighting down this same bond). c. To draw a Newman projection in the lowest P.E. conformation, the following rule of thumbusually applies: Place the largest group on the front carbon anti to the largest group on theback carbon. Is your answer to the previous question consistent with this rule of thumb?arrow_forwardConsider 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_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning