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Interpretation:
The three-dimensional formulas for two different enantiomers of
Concept introduction:
Plane of symmetry is the plane that bisects a molecule into two equal halves such that they are mirror images of each other.
Compounds having a plane of symmetry are usually achiral, that is, they do not have different atoms around the central carbon atom.
Chiral molecules have four different atoms around the central carbon atom.
First, give priority according to Cahn-Ingold-Prelog convention rules:
i. The higher the
ii. If priority cannot be assigned according to the atomic mass, assign priority according to the first point of difference.
After giving priority to four groups, rotate the molecule such that the fourth priority group is at a horizontal position.
Now, move from 1-2-3; if it is clockwise, then it is
Enantiomers: Two molecules that are mirror images of each other and are non-superimposable. They have similar chemical and physical properties.
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Chapter 5 Solutions
Organic Chemistry
- Would someone be able to explain conformationally locked enantiomers? What types of structures go under this category and are they still optically active?arrow_forwardDraw the constitutional isomers for (a) C2H7N (two) and (b) C3H8O (three).arrow_forwardWhich of the following compound(s) is/are chiral? Aarrow_forward
- An unknown compound is optically active and has the molecular formula C6H12. Draw all possible isomers of the compound.arrow_forwardName the isomers of the compound with the closed formula C4H9Cl. Which of these isomers can have a chiral structure? Examine it from a stereochemical point of view.arrow_forwardCompound W shows stereoisomerism. Draw spatial formulae to show this isomerism Describe the physical property which could be used to distinguish between the Isomers.arrow_forward
- Which statements are true about constitutional isomers? (a) They have the same molecular formula. (b) They have the same molecular weight. (c) They have the same order of attachment of atoms. (d) They have the same physical propertiesarrow_forwardThere are four isomers with the molecular formula C4H9Cl. Only one of these isomers (compound A) has a chiral center. When compound A is treated with sodium ethoxide, three products are formed: compounds B, C, and D. Compounds B and C are diastereomers, with compound B being the less stable diastereomer. Provide structures for compounds A, B, C, and D. Do you expect compound D to exhibit a signal at approximately 1650 cm−1 in its IR spectrum? Explain.arrow_forwardIf the asymmetric carbons in a molecule have been designated (2R,3S,5R), what will the designations be in the molecule’s enantiomer? What will the designations be in one of its diastereomers?arrow_forward
- What is an isomer? Name the isomers of the compound with the closed formula C4H9CI. Which of these isomers can have a chiral structure? Examine it from a stereochemical point of viewarrow_forwardWrite the name of the following compounds. Which of them are stereoisomers? Which of them are optically active? Use cis-trans, (E)(Z) nomenclature and assign the absolute configuration (R),(S), if any to each chiral center.arrow_forwardChemistry A line drawing of a chiral compound is shown below. Draw the structure of either one of its enantiomers. SH Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one. / √ [F ***** CH₂arrow_forward
- Living By Chemistry: First Edition TextbookChemistryISBN:9781559539418Author:Angelica StacyPublisher:MAC HIGHERChemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
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