Concept explainers
Interpretation:
The most stable conformer of the given molecule has to be drawn.
Concept introduction:
Conformers: The different spatial arrangements of the atoms the result from rotation about a single bond is called conformational isomers.
Stereoisomerism (or) geometric isomerism: It is known as cis-trans isomerism or E-Z isomerism is a form of stereoisomerism the each of two or more chemical compounds having the same molecular formula but a different geometric arrangement; an unsaturated compound or ring compound in which rotation around a carbon bond is restricted, as in (cis) and (trans) configurations know as geometric isomerism.
Relative stability of cyclohexane: The most stable conformation of cyclohexane is the chair shown to the right, the respective carbon (-C-C-) bonds are it close to (109.50), it is almost free of angle strain, it is also a fully staggered conformation and so is free of torsional strain. So the chair conformation is the most stable conformation.
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Check out a sample textbook solutionChapter 3 Solutions
Essential Organic Chemistry, Global Edition
- a) Draw all Newman projections of your molecule's conformations in which the CH3 group and the H of the CHY2 group are positioned 'ANTI' to each other. Be sure to put in the correct X and Y atoms, bonded to the correct C atoms, for your molecule. X = FY=I Conformations = 60 deg and - 180 deg 60 deg dihedral angle = - 179.987 deg 180 deg · - dihedral angle = 179.814 degarrow_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 arrow. HC H HN Harrow_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 arrow.arrow_forward
- 6. Using Newman projections, draw each of the following molecules in its represented conformation with respect to the bond indicated. Use squares to type in appropriate substitution. a) Bond view C2-C3 H₂C % CH3arrow_forwarda) 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_forwardDraw both chair conformers for the following molecule and circle the most stable conformation.arrow_forward
- a) Draw one isomer of C6H14. b) Draw one isomer of C6H12- c) Draw one isomer of C6H140 that exhibits hydrogen bonding. d) Draw one isomer of C6H140 that is not capable of hydrogen bonding. BONUS: Show all locations of possible hydrogen bonding for the C6H140 isomer that you drew above in part c.arrow_forwardDraw the Newman projection of the following compound looking down the bond indicated via the arrow. ( see picture)arrow_forwardDraw 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_forward
- 3. Draw a ring-flip isomer for the following compounds and circle the most stable conformation.arrow_forwardChoose the condensed structure for the following line structure. CH3C(CH3)2CH₂O(CH2)4CH3 CH3CH₂C(CH3)2CHO(CH₂)4CH3 CH3CH₂C(CH3)2CH₂O(CH₂)4CH3 CH,CH CH(CH,)CH,O(CH,),CH; CH3CH₂C(CH3)2CH₂OCH(CH2)3CH3arrow_forward(a) Using Newman projections, draw all staggered and eclipsed conformations 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_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning