Concept explainers
(a)
Interpretation:
The experimental conditions required to bring about the given conversion reaction has to be described.
Concept Introduction:
Treatment of an
Example:
(b)
Interpretation:
Check whether the given compound Rimantadine is chiral or not and the number of stereoisomers possible for the compound has to be determined.
Concept Introduction:
Enantiomers: These are stereoisomers that are not superimposable mirror images of each other and the configurations at all stereo genic centers are exactly opposite.
Chiral center: A chiral center is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic center.
Chirality: The geometric property of molecules where the structure of the molecule and its mirror image are not superimposable is known as chirality. Chiral molecules are optically active and they can rotate the plane polarized light.
The number of stereoisomers possible for a compound can be determined using the below mentioned equation.
Treatment of an aldehyde or ketone with ammonia or an amine in the presence of a reducing agent (like
Example:
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Organic Chemistry
- (a) Arrange the following compounds in order of increasing melting point. Explain your answersfrom the aspect of compactness and rigidity.arrow_forward(a) Write the structures of the following compounds and mark them as chiral or achiral. 4 (i) 2-Bromopentane (ii) 3-Bromopentane (iii) 1-Bromo-2-methylbutane (iv) 2-Chloro-3-methylbutane (b) Identify the asymmetric carbon in the chiral compounds. (c) Write the structure of the other enantiomer of the chiral compounds.arrow_forwardIf 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_forward
- 1. (a) Describe aromaticity, Kekule structure and resonance structure for benzene. (b) Why is benzene more stable than aliphatic alkenes?arrow_forward1 Provide the IUPAC name of the following compounds, with clear indication of stereochemistry for stereocenters and alkene. (a) (b) Br (c) Me. (d) Mearrow_forwardIf either of the following molecules has a stereogenic carbon (chirality center), give structures for both of the enantiomers. (a) 2-bromopropane (b) 2-bromobutanearrow_forward
- The shrub ma huang (Section 5.4A) contains two biologically activestereoisomers—ephedrine and pseudoephedrine—with two stereogeniccenters as shown in the given structure. Ephedrine is one component ofa once-popular combination drug used by body builders to increaseenergy and alertness, whereas pseudoephedrine is a nasaldecongestant.a.) Draw the structure of naturally occurring (−)-ephedrine, which has the1R,2S configuration.b.) Draw the structure of naturally occurring (+)-pseudoephedrine, whichhas the 1S,2S configuration.c.) How are ephedrine and pseudoephedrine related?d.) Draw all other stereoisomers of (−)-ephedrine and (+) pseudoephedrine, and give the R,S designation for all stereogeniccenters.e.) How is each compound drawn in part (d) related to (−)-ephedrine?arrow_forward(a) Is the compound CH3CH≡CH2 saturated or unsaturated?Explain. (b) What is wrong with the formulaCH3CH2CH≡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_forward
- (a) which if the structure of trans-1,2-dimethylcyclopentane? (b) which is the most stable conformation of 1-bromo-2-ethylcyclohexane? (c) which is the least stable conformation of 1-bromo-2-ethylcyclohexane? (d) which is the more stable configuration of 1,3-dimethylcyclopentane? *Et = ethylarrow_forwardDraw a bond-line diagram for the compounds below. Which of the following compounds is chiral? (a) 2-bromobutane (b) methylcyclohexane (draw a chair configuration)arrow_forwardMany naturally occurring substances contain several carbon–carbon double bonds: some isolated, some conjugated, and some cumulated. Identify the types of carbon–carbon double bonds found in each of the following substances:arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning