The structure shown below is that of the E-isomer of tripolidine, an antihistamine (the E-isomer is more active than the Z-isomer in this capacity): (a) (b) H₂C- +² H 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 C=C double bond in tripolidine as illustrations. Based on the order of priority of the four groups determined in part (a) of this question, explain why the isomer of tripolidine shown above is defined as the E-isomer. (c) In general terms, explain why this isomer might have different effects in the human body from its geometric isomer.

The structure shown below is that of the E-isomer of tripolidine, an antihistamine (the E-isomer is more active than the Z-isomer in this capacity): (a) (b) H₂C- +² H 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 C=C double bond in tripolidine as illustrations. Based on the order of priority of the four groups determined in part (a) of this question, explain why the isomer of tripolidine shown above is defined as the E-isomer. (c) In general terms, explain why this isomer might have different effects in the human body from its geometric isomer.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Cyanic acid (HOCN) and isocyanic acid (HNCO) dissolve in water to give the same anion upon deprotonation. (i) Draw Lewis structures for cyanic acid and isocyanic acid. (ii) Using arrow pushing and resonance, account for the fact that each acid gives the same anion on loss of H+ when reacted with NaOH.
Consider the following formula, which of the following BEST identifies them: (a) CH₂O (b) CH3NO (c) C₂04H₂ (a) formaldehyde (b) glycine (c) aspirin (a) methanal (b) formic acid (c) aspirin (a) methanol (b) methyl amine (c) methyl acetate (a) methanal (b) formamide (c) oxalic acid (a) methanol (b) formamide (c) oxalic acid
3. According to the Hammond Postulate, what does transition state 3 (TS3) most closely resemble? First choice: Second choice: AG (a) TS2 (b) P (c) 12 (d) 11 TS2 TS1 M 11 Reaction Coordinate 12 TS3
A chemist synthesized compound X as a racemic mixture. When the ketone group in X was enzymatically reduced to the corresponding alcohol, a 100% yield was obtained of the product shown below. Choose the statement that best describes this result. ОН enzyme C;H1 `OCH,CH; pH 4.0 C3H1 `OCH,CH3 ОН ÕH X (racemic) (100% yield) One enantiomer of compound X reacts quickly with the enzyme. The other enantiomer of compound X is unreactive, but rapidly equilibrates with the reactive enantiomer under the reaction conditions. Since compound X was racemic, it makes sense that only a single product was obtained. O The product is a meso compound, so either enantiomer of compound X gives the same product. One enantiomer of compound X reacts quickly with the enzyme, while the other enantiomer of compound X remains unchanged.
6. The structure originally proposed for Cordycepic acid, [a] = + 40.3°, has been shown to be in correct, suggest reason to be skeptical about the original structure, which is given below. CO2H HO Not OH HO OH
Aspirin, or 2-acetoxybenzoic acid, (C9H8O4) is often synthesised from salicylic acid.(i) Sketch and discuss any changes in the number of possible structural conformations ofaspirin relative to those of salicylic acid. (ii) Re-draw the structure predicted to be the lowest energy conformation of aspirin,indicating any expected stabilising and destabilising interactions. Justify your choice.
The bonding between the carbon and oxygen in a ketone can be described as C(sp2)-0(sp²), o-bond and C(p)-O(p), л-bond. How would you describe the bonding between carbon and oxygen in a ketene? Sketch the orbitals used to make the bonds in the ketene. H a ketene
the compound B C23H46,a sex attractant of the common housefly,gave two products Ch3(cH2)12COOH and CH3(CH2)7COOH. Based on this information, suggest the likely structures of B
a) If the pH value of an aqueous solution of trimethylamine [(CH3) 3N] is 10.75, what should be the molarity of this solution? (CH3) 3N + H2O ↔ (CH3) 3NH + + OH-, Kb = 6.3 × 10-5 b) What will be the pH of the solution prepared by dissolving 8.35 g of aniline hydrochloride (C6H5NH3 + Cl-) in 750 mL of 0.215 M aniline (C6H5NH2)? Is this solution an effective buffer? Explain (Kb = 7.4 × 10-10 for aniline, C: 12.0 g / mol, H: 1.0 g / mol, N: 14.0 g / mol, Cl: 35.4 g / mol) .
Pyrethrins, such as jasmolin II(below), are a group of naturalcompounds synthesized by flowers of the genus Chrysanthemum(known as pyrethrum flowers) to act as insecticides.(a) Circle and name the functional groups in jasmolin II.(b) What is the hybridization of the numbered carbons?(c) Which, if any, of the numbered carbons are chiral centers?
Following is a balanced equation for bromination of toluene.(a) Using the values for bond dissociation enthalpies given in Appendix 3,calculate ∆H0for this reaction.(b) Propose a pair of chain propagation steps and show that they add up to theobserved reaction.(c) Calculate ∆H0for each chain propagation step.(d) Which propagation step is rate-determinin
Consider the reaction between (1S,3S)‑1‑chloro‑3‑methylcyclopentane and methanethiol in the presence of sodium hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product. racemic chiral achiral (1R, 3S) (1R, 3R) (1S, 3S)