(a)
Interpretation:
The line-and-wedge structures of two stereoisomers, ephedrine and pseudoephedrine in which the asymmetric carbons lie in the plane are to be drawn.
Concept introduction:
The naming of the chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chiral center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other. The line-and-wedge representation is used to show the molecule in three dimensions.
(b)
Interpretation:
The sawhorse projection and a Newman projection about the
Concept introduction:
Newman projection is a way of representing the groups attached to carbon atoms in the
The sawhorse representation is used to show the above carbon atom on the right side in a molecule.
(c)
Interpretation:
The relationship between ephedrine and pseudoephedrine is to be stated. The explanation for the corresponding answer is to be stated.
Concept introduction:
Those compounds which have the same molecular formula but have different arrangements of atoms are known as isomers. The phenomenon is known as isomerism. The isomers are generally classified as structural isomers and stereoisomers. Stereoisomers are further divided into two categories diastereomers and enantiomers.
(d)
Interpretation:
Whether the melting point of ephedrine and pseudoephedrine should be the same or different is to be stated.
Concept introduction:
Those compounds which have the same molecular formula but have different arrangements of atoms are known as isomers. The phenomenon is known as isomerism. The isomers are generally classified as structural isomers and stereoisomers. Stereoisomers are further divided into two categories diastereomers and enantiomers.
(e)
Interpretation:
The optical activity of ephedrine and pseudoephedrine is to be predicted.
Concept introduction:
A carbon atom that has four nonequivalent atoms or groups attached to it is known as the chiral carbon atom. Chiral carbon centers are also known as asymmetric or stereogenic centers. A chiral molecule is an optically active molecule. It rotates a plane of the plane-polarized light.

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Chapter 6 Solutions
EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
- Draw the most stable cations formed in the mass spectrometer by a deavage of the following compound Draw the most stable cations formed in the mass spectrometer by a cleavage of the following compound онarrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting anand product sytucutrs, draw the curved electron-pusing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bind-making stepsarrow_forwardDraw the major elimination and substitution products formed in this reavtion. Use a dash or wedge bond to indicatr the stereochemistry of substituents on assymetric centers, wheere applicable. Ignore any inorganic byproducts.arrow_forward
- Draw the two possible products produced in this E2 elimination. Ignore any inorganic byproductsarrow_forwardDraw the major products of this SN1 reaction. Ignore any inorganic byproducts.arrow_forwardDraw the major elimination and substitution products formed in this reaction. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, wehre applicable. Ignore and inorganic byproducts.arrow_forward
- Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Drawing Arrows THE Problem 33 of 35 N. C:0 Na + Submit Drag To Pan +arrow_forwardDraw the product of the E2 reaction shown below. Include the correct stereochemistry. Ignore and inorganic byproducts.arrow_forwardDraw the major producrs of this SN1 reaction. Ignore any inorganic byproducts. Use a dash or wedge bond to indicate the sereochemistry of substituents on asymmetric centers where appllicable.arrow_forward
- 5) Oxaloacetic Acid is an important intermediate in the biosynthesis of citric acid. Synthesize oxaloacetic acid using a mixed Claisen Condensation reaction with two different esters and a sodium ethoxide base. Give your answer as a scheme Hint 1: Your final acid product is producing using a decarboxylation reaction. Hint 2: Look up the structure of oxalic acid. HO all OH oxaloacetic acidarrow_forward20. The Brusselator. This hypothetical system was first proposed by a group work- ing in Brussels [see Prigogine and Lefever (1968)] in connection with spatially nonuniform chemical patterns. Because certain steps involve trimolecular reac tions, it is not a model of any real chemical system but rather a prototype that has been studied extensively. The reaction steps are A-X. B+X-Y+D. 2X+ Y-3X, X-E. 305 It is assumed that concentrations of A, B, D, and E are kept artificially con stant so that only X and Y vary with time. (a) Show that if all rate constants are chosen appropriately, the equations de scribing a Brusselator are: dt A-(B+ 1)x + x²y, dy =Bx-x²y. diarrow_forwardProblem 3. Provide a mechanism for the following transformation: H₂SO A Me. Me Me Me Mearrow_forward
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