Concept explainers
Interpretation:
The relative stabilities of 1,2-disubstituted cyclobutanes and 1,3-disubstituted cyclobutanes are to be judged.
Concept introduction:
The compounds that have the same molecular formula of atoms but the structure of the compounds are different for the positions of atoms are called isomers.
In double bond or cyclic compounds, if the same two
If the two functional groups are present on the different sides of the double bond or cyclic compound, the given compound can be labeled as Trans.
Cis-trans isomerism exists in the compounds in which similar groups are present on the adjacent carbon atoms.
The trans are more stable than cis due to the more steric hindrance of cis.
Bulkier group acquires equatorial positions to form stable conformer due to steric factors.
Want to see the full answer?
Check out a sample textbook solutionChapter 4 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
- ~Identify the Newman projection that depicts that eclipsed conformation of 1-bromopropane ~Identify the Newman projection that depicts that gauche conformation of 1-bromopropanearrow_forwardPyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q,)State the number of stereoisomers possible for each molecule.arrow_forward2. Draw structures for the following systems. If more than one isomer is possible, draw strcutures for all the possible isomers. Benzene ring with a methyl group and a nitro group (Draw all possible isomers, and name them) Benzene ring connected to a heptane chain (Draw all possible isomers, and name them) 2-benzyl-3- methylbutan-1-olarrow_forward
- A structure with the formula C7H14O must be drawn that contains one stereocenter, an alcohol, and a disubstituted alkene including what the IUPAC name is for this compound. Dashes/wedges should be used to show which enantiomer is being drawn. In addition, what is the enantiomer drawing and IUPAC name of this compound, as well as the diastereomer of this compound and IUPAC name?arrow_forwardDraw the most stable structure of cis-1-tbutyl-2-methylcyclohexane. Your structure should clearly distinguish between axial and equatorial positions.arrow_forwardDraw the structural formulas and give IUPAC names for all the alkenes of molecular formula C6H12that contain trisubstituted and tetrasubstituted double bonds. Include stereoisomers where appropriate.arrow_forward
- Which of the following compounds contain stereocenters? Also, what are stereocenters?arrow_forwardAdding a methyl group to propene, as 1-butene doubles the number of eclipsed and bisected conformers. By drawing all possible rotamers of 1-butene, explain why eclipsed conformation of 1-butene is the most stable conformations.arrow_forwardOrganic Chemistry Explain your solution in a step by step fashion. Explain everything clearly and do not leave out any major or minor steps or details. Provide a thoughtful explanation to the question. In other words, provide your reasoning for why you picked your answer. Why are the molecules enantiomers? etcarrow_forward
- Which boiling point and melting point is the higher between cis-1,3-dimethylcyclobutane and trans-1,3-dimethylcyclobutane? Explain.arrow_forwardThe major product of the following reaction exists as two stereoisomers. Draw both isomers: show all hydrogen atoms in the structures. Use wedge and dash bonds to indicate the stereochemistry (you don’t need to draw wedge and dash bonds for C-H bonds of CH3 and CH2 groups). Assign stereo configuration of the asymmetric carbon atoms and write the relationship between two isomers.arrow_forwardDraw the skeletal (line-bond) structure of (R)-1-ethyl-3-ethynylcyclohex-1-ene. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, where applicable.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY