Organic Chemistry Organic Chemistry Problems Substitution Reactions S1 and S,2 Problem 11: For the following reaction: i) Assign R or S to all chiral centers in the reactants and products ii) Draw the mechanism that explains the product iii) Explain the stereochemical outcome. You must using relevant drawings to support your answer. Nal :Br:
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- 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)By considering the stereochemical requirements for E2-elimination, and using an appropriate illustration need help indicating whether the more stable conformer (conformer B) of trans-1 can undergo E2 elimination. Thank you :)Consider the reaction of (E)-hex-3-ene with HBr. Draw the structures for (E)-hex-3-ene and the two major organic products for its reversion with HBr. Show all stereoisomers using wedge and dash stereochemistry at any chirality center
- Vitamin D3, the most abundant of the D vitamins, is synthesized from 7-dehydrocholesterol, a compound found in milk and fatty sh such as salmon and mackerel. When the skin is exposed to sunlight, a photochemical electrocyclic ring opening forms provitamin D3, which is then converted to vitamin D3 by a sigmatropic rearrangement (Section 27.5). Draw the structure of provitamin D3.Assign R or S configuartion to the following molecules.D - � isomer Select the IUPAC name of the substrate(s) from the possibilities below: If the stereochemistry of the substituent on molecule D above was fixed as (S) – shown below for clarity – what brominated substrate(s) could be used to produce (S)-D and only (S)-D (no side-products) via an elimination reaction? Molecule D - S isomer. Shows six-membered carbon ring with double bond in ring. One carbon adjacent to the double bond has a CH=CH₂ substituent that is shown with a wedge bond to the ring. Select the IUPAC name of the substrate(s) from the possibilities below: (1R,2S)-1-bromo-2-vinylcyclohexane (1S,2S)-1-bromo-2-vinylcyclohexane (1R,3S)-1-bromo-3-vinylcyclohexane (1S,3S)-1-bromo-3-vinylcyclohexane Either (1R,2S)-1-bromo-2-vinylcyclohexane or (1S,2S)-1-bromo-2-vinylcyclohexane Either (1R,3S)-1-bromo-3-vinylcyclohexane or (1S,3S)-1-bromo-3-vinylcyclohexane
- Describe the E/Z stereochemistry for the molecules shown below: A: Z; B: Z A: Z; B: E A: E; B: E A: E; B: ZVitamin D3, the most abundant of the D vitamins, is synthesized from 7-dehydrocholesterol, a compound found in milk and fatty fish such as salmon and mackerel. When the skin is exposed to sunlight, a photochemical electrocyclic ring opening forms provitamin D3, which is then converted to vitamin D3 by a sigmatropic rearrangement (Section 27.5). Draw the structure of provitamin D3.Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answer
- 1(a) Explain briefly what is meant by ONE of the following terms (use words and diagrams).(i) Markovnikov’s rule(ii) Transition state 1(b) Draw the mechanism (using structures, arrows and appropriate symbols) for the formation of thefollowing products:(1) Draw or illustrate the stereochemistry of the product between 1-Ethyl-1-cyclopentene and Br2 and (2) illustrate the reaction mechanism.To the right are two enantiomeric natural products with vastly different olfactory properties. I find this example of enantiomeric pairs particularly intriguing, as I love caraway and rye but loathe searment: Answer the questions below with the understanding that an optically pure solution of the (-)-enantiomer of carvone rotates light counterclockwise 60*. a. what would be the observed optical rotation of a solution comprised of a 3:1 ratio of the (+) to (-) enantiomers of carvone? b. a different solution of both carvone enantiomers exhibits an observed optical rotation of -10*. determine the enantiomeric excess for this solution. c. which enantiomer (R or S) is in excess in the solution from (b)? how do you know? d. using your answer (b) above, calculate the actual percentages of each enantiomer in the solution.