Interpretation:
The given conditions are to be discussed.
Concept introduction:
The molecules that are nonsuperimposable or not identical with their mirror images are known as chiral molecules.
A pair of two mirror images that are nonidentical is known as enantiomers, which are optically active.
The objects or molecules that are superimposable with their mirror images are achiral objects or molecules and these objects have a centre of symmetry or plane of symmetry.
The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds, but they are optically inactive.
The stereo formula, which is depicted in two dimensions, in which stereochemical information is not destroyed, is determined by Fisher Projection formula.
The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.
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 two same
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.
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EBK ORGANIC CHEMISTRY
- (v) Identify every chiral center in cholesterol (below) with an asterisk. HO (vi) Draw an energy vs. dihedral angle diagram that represents all the conformations of butane starting from the anti-conformation. (vii) Draw both chair conformations for the compound shown below using the templates provided. Circle the chair conformation that is lowest in energy. Br (viii) Draw a chair conformation that meets the following criteria. Axial chlorine at C5 Equatorial methyl at C4 Bromine on C2 that is cis to the chlorine 6 2 5 3 4arrow_forward(A) How many chirality centers does the following molecule contain? (B) How many stereoisomers are possible for this molecule? (C) Assign R,S designation to each chiral carbonarrow_forwardWhich of the following compounds are chiral? Which, if any, are meso? Which, if any, does not have a possible diastereomer? (a) (b) (c) (d)arrow_forward
- d) Identify one compound that is expected to have identical physical properties as structure II. (e) Other than structures III and VI, identify a stereoisomer with a different boiling point from that of structure II. (f) Other than structures IV, identify one diastereomer of structure I. (g) How many stereoisomers may be derived from structure V?arrow_forward(3) Prostacyclin I₂ is an important compound, which performs a variety of functions in animal body. (a) How many chirality centers does prostacyclin have? Mark each of them. (b) Draw the structure of enantiomer of Prostacyclin I2. HO... HO*** Prostacyclin 12 OHarrow_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_forward
- 3. Give the relationship between each pair of molecules below (diastereomers, enantiomers, or identical). Answer for the whole molecule, not just the particular conformation shown, and note that molecules may not necessarily be shown using the same style of drawing. (a) (b) (c) H3C H3C Н ОН Н OH CI обо (d) OH CI ОН 4. Assign R or S to all chiral centers in the molecules in question 3. OH H3C. H3C OH ОН OH Нarrow_forward(a) Distinguish between:(i) C6H5— COCH3 and C6H5— CHO(ii) CH3COOH and HCOOH(b) Arrange the following in the increasing order of their boiling points:CH3CHO, CH3COOH, CH3CH2OHarrow_forwarda)Draw all other stereoisomers of the molecule, labelling meso forms (if any), and assign descriptors to chiral carbon atoms. (b) Including molecule, label pairs of enantiomers and pairs of diastereomers. (c) If you were to distill a mixture of all the isomers, how many fractions could be obtained, and what would in each fraction?arrow_forward
- Identify all of the following species that are chiral. (a) CI (b) (c) (d) H `N `NH2 (e) (f) H CI LCH3 (g) CH3 CI H Br (h) LCH3 H3C H3C CI CIarrow_forward2. Identify the type of stereoisomerism in each of the following molecules and draw the stereoisomer pair. (a) CH;CH=CHCOH (b) CgH;CH2CH(NH2)CH3arrow_forwardAnswer ALL parts of this question. The structure shown below is that of one of the optical isomers of the well-known analgesic, ibuprofen: (a) (b) (c) CH₂ H₂C-A C H₂ 2048 ÇO,H CH CH₂ Explain how the Cahn Ingold Prelog sequence rules can be used to rank groups in order of priority, using the four groups attached to the chiral centre in ibuprofen as illustrated. Based on the order of priority of the four groups determined in part (a) of this question, explain which of the two enantiomers (R or S) of ibuprofen is shown. S Draw the structure of the enantiomer of this compound and comment on why it might produce a different reaction in vivo (in fact the enantiomer has no analgesic effect).arrow_forward
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