Concept explainers
Interpretation:
The given pairs of compounds are to be identified as diastereomers, enantiomers, constitutional isomers and not isomeric.
Concept Introduction:
Isomers are molecules which have same number of atoms but different arrangements of the atoms in space.
Stereoisomers have the same molecular formula, but the arrangement of atoms in the three-dimensional orientation is different.
Enantiomers are stereoisomers whose molecules have a chiral center and are mirror images of each other.
Diastereomers are stereoisomers that are not mirror images of each other. They are non-superimposable.
Molecules whose atoms are connected differently are called constitutional isomers.
Meso are those compounds whose molecules are superimposable on their image mirrors in spite of the presence of asymmetric carbon atom.
Chiral molecules are capable of rotating plane polarized light
The molecules which are superimposable or identical with their mirror images are known as achiral molecules, and achiral molecules are not capable of rotating the plane-polarised light.
Plane of symmetry is the plane that bisects the molecule in two equal halves, such that they are mirror images of each other.
Compounds having plane of symmetry are usually achiral as they do not have different atoms around the central carbon atom.
The stereoformula which is depicted in two dimensions, in which stereochemical information is not destroyed, is determined by the Fisher Projection formula.
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Organic Chemistry
- If molecules A and B are isomers of each other, then what kinds of isomers could they be (i.e., enantiomers, diastereomers, or constitutional isomers) under each of the following conditions?(a) Both molecules have the same IHD.(b) Molecule A has a ring but molecule B does not.(c) Molecules A and B contain different functional groups.(d) Molecules A and B share exactly the same functional groups.(e) Molecule A has a plane of symmetry but molecule B does not.arrow_forward4. (a) Draw all possible isomers of C4H3CI2. (b) Indicate which pairs of compounds are enantiomers of one another. (c) Indicate which pairs of compounds are diastereomers of one another. (d) Indicate which compounds would have optical rotations of 0°. (e) Assign R and S configurations to all chirality centers of the compounds in part (a).arrow_forwardIdentify the relationship in each of the following pairs. Do the drawings represent constitutional isomers or stereoisomers, or are they just different ways of drawing the same compound? If they are stereoisomers, are they enantiomers or diastereomers?arrow_forward
- Classify each of the following objects as to whether it is chiral or achiral: (a) A screwdriver (d) A tennis shoe (g) A car (b) A baseball bat (e) An ear (h) A hammer (c) A golf club (f) A woodscrewarrow_forwardWhich of the following compounds are chiral? Draw them, and label the chirality centers. (a) 2, 4-Dimethylheptane (b) 5-Ethyl-3, 3-dimethylheptane (c) cis-1, 4-Dichlorocyclohexanearrow_forward9. What is the relationship between the following molecules? (A) (B) ê ê ® Enantiomers Diastereoisomers Conformational isomers Structural isomers No isomeric relationship I CO₂H II CO,Harrow_forward
- Draw all the possible stereoisomers for each compound and label pairs of enantiomers and diastereomers: (a) CH,CH(OH)CH(OH)CHsi (b) CH3CH(OH)CH(CI)CH3.arrow_forwardDraw a three-dimensional structure for each compound, and star all asymmetric carbon atoms. Draw the mirror image for each structure, and state whether you have drawn a pair of enantiomers or just the same molecule twice. Build molecular models of any of these examples that seem difficult to you. (a) ОН (b) (c) NH, ОН СH—CH—СООН | pentan-2-ol pentan-3-ol alanine (d) 1-bromo-2-methylbutane (e) chlorocyclohexane (f) cis-1,2-dichlorocyclobutane (h) (i) H CH; "H H. H CH, Harrow_forward1) Determine the relationship of the following pairs of compounds. Are they identical, enantiomers, diastereomers, constitutional isomers or non-isomeric different compounds? OH OH (a) (c) OH € CH3 H- CH3 H3Cl O₂N Br CH2CH3 H H Br CH3 H3C O₂N H H (d)arrow_forward
- Identify the relationship between the following two compounds. asmass NH₂ Is H₂N `N A) identical B) constitutional isomers C) enantiomers D) diastereomersarrow_forwardHow are the compounds in each pair related to each other? Are they identical, enantiomers, diastereomers, constitutional isomers, or not isomers of each other?arrow_forwardcis-1,2-Dimethylcyclohexane is optically inactive even though it has two chirality centers. Explain.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning