Concept explainers
(a)
Interpretation:
The two chair conformations that are in equilibrium for the given compound are to be drawn.
Concept introduction:
The conformation of cyclohexane is a type of
(b)
Interpretation:
The two chair conformations that are in equilibrium for the given compound are to be drawn.
Concept introduction:
The conformation of cyclohexane is a type of
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EBK ORGANIC CHEMISTRY
- Draw the most stable conformation of(a) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.arrow_forwardDraw the most stable conformation of (a) cis-1-tert-butyl-3-ethylcyclohexane.arrow_forwardMethyl isocyanate, CH3 -N= C = O, is used in the industrial synthesis of a type of pesticide and herbicide known as a carbamate. As a historical note, an industrial accident in Bhopal, India, in 1984 resulted in leakage of an unknown quantity of this chemical into the air. An estimated 200,000 people were exposed to its vapors, and over 2000 of these people died. Q.) Methyl isocyanate reacts with strong acids, such as sulfuric acid, to form a cation. Will this molecule undergo protonation more readily on its oxygen or nitrogen atom? In considering contributing structures to each hybrid, do not consider structures in which more than one atom has an incomplete octetarrow_forward
- Which one alkene will exhibit cis-trans isomerism? A B OC OA u B Darrow_forwardLook at the diagram below and then please answer the following questions: 1) What is the name of the least stable conformation associated with the 6-atom ring? 2) Illustrate a chair-chair interconversion equilibrium for the compound. Show all ring substituents (including H atoms), and give axial or equatorial labels only for the non-H substituents. Which side of your equilibrium is favored and why? (CH2)3CH3 OH 6, N. HOH2C 4 Ноarrow_forwardConsider 1-bromopropane, CH3CH2CH2Br. (a) Draw a Newman projection for the conformation in which CH3 and -Br are anti (dihedral angle 180°). (b) Draw Newman projections for the conformations in which - CH3 and -Br are gauche (dihedral angles 60° and 300°). (c) Which of these is the lowest energy conformation? (d) Which of these conformations, if any, are related by reflection?arrow_forward
- Provide the IUPAC name for each of the following compounds. Pay attention to stereochemistry. (c) (a) (Б) О NO2 OH NH2 ОН NH2arrow_forwardCompound A has molecular formula C6H12. Upon treatment with NBS and irradiation with UV light, exactly two constitutional isomers are formed. Which of the following is a possible structure for compound A? OI Oll O III OI and II I and III || |||arrow_forwardDerive an IUPAC name for the following (cyclo)alkenes. (Do not use cis/trans in your names. Use only the (E)/(Z) designations for double bond stereochemistry. It is not necessary to use italics in writing compound names.) (a) (b) my Xarrow_forward
- Using 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_forward4.For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformations would be both equatorial in one chair conformer and both axial in the other, or one equatorial and one axial in each of the two chair conformers. (a) Cis-1,2- (b) Trans-1,2- (c) Cis-1,3- (d) Trans-1,3- (e) Cis-1,4- (f) Trans-1,4-arrow_forward6) Draw the energetically favored (more stable) chair conformer of the following cyclohexane. H3C OH 110arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning