Considering which of the OH groups should be more accessible to MsCl, suggest a mechanism for the rearrangement of the cyclobutane to the cyclopentane. Me Me Me Me Et3N, MSCI OH -30 to 4 °C OH Me Me
Q: Question 25 Predict the FINAL (?) product (or a mixture of products) for the following synthetic…
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- Give a mechanism for the following Copper-catalysed Azide-Alkyne Cycloaddition of phenylacetylene and organic azidesQa 18. Bromination of 5a-cholestan-3-one occurs at C-2 or C-4 to give 2 regioisomers. Two unsaturated ketones with lambdamax = 230 nm and lambdamax = 241 nm are yielded during dehydrobromination. Use Woodward-Fieser rules to distinguish between the two.Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV absorption at 245 nm, but dihydrocembrene (C20H34), the product of hydrogenation with 1 equivalent of H2, has no UV absorption. On exhaustive hydrogenation, 4 equivalents of H2 react, and octahydrocembrene, C20H40, is produced. On ozonolysis of cembrene, followed by treatment of the ozonide with zinc, four carbonylcontaining products are obtained: Propose a structure for cembrene that is consistent with its formation from geranylgeranyl diphosphate.
- + H3C- CH₂ - CH2 - COR and have undergone McLafferty rearrangement and Ortho effect respectively. What are the possible fragments obtained as a result of these processes ? COOCH3 OH + (A) [R-CH₂-C (A) R-CH₂-CH₂ - CH₂ - COH @E OH]: [c C6H4 O and CO (B) H₂C=CROH and H₂C = CH₂ [2] : [ C₂H4O3 and CH4 (C) (D) H₂CCROH and C₂H4; [(C6H4O), CO and CH₂OH] RH, C₂H4 and CH₂CO; [(C₂H4O), CO and CH₂OH]Propose a reagent for the conversion of C to D.Pyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q, Calculate the index of hydrogen deficiency for each of these natural products
- Butanone is formed when an alkyne is passed through a dil sol of H2SO4at 330K in presence of mercuric sulphate. Write the possible structure of the alkyne.Myo-inositol, the most prominent naturally occurring form of inositols, is a carbocyclic polyol that plays an important role as the structural basis for a number of secondary messengers in eukaryotic cells. It is generated in vivo from the aldol cyclization of glucose-6-phosphate to myo-inositol-1-phosphate> acetone > ethane - Two molecular ions H3C-CH₂-CH₂-COR and have undergone McLafferty rearrangement and Ortho effect respectively. What are the possible fragments obtained as a result of these processes ? COOCH3 OH + -COH]: [CH₂O and Co] CO (A) (B) x] : [GH₂C (C) RH, C₂H₂ and CH₂CO: [(CH₂O), CO and CH₂OH] (D) H₂CCROH and C₂H4; [(CH₂O), CO and CH₂OH] R-CH₂-CH₂ - CH₂ - COH H₂C=CR = CROH and H₂C = CH₂ C₂H403 and CH4 P.T.O.
- Provide a mechanism and explain the stereochemistry at position 3 and 4 of the product. TIPS OBn 3 CHO CS2CO3 + CH3 NO2 EtOH, 23 °C, 90 min TIPS (45:55 dr) (3R,4S)-9 10 OH OH OBn CH3 18 32% isolated yield5:42 PM Wed Jan 26 @ 69% + : 28) Provide the structure of the major organic product in the following reaction. Show any stereochemistry. CH30, CH3 29) Is the cycloaddition reaction between the allyl anion and ethylene thermally allowed? To answer, draw the HOMO of the allyl anion and the LUMO of ethylene, and comment on the symmetry match between them. 30) UV spectroscopy measures the energy required to promote an electron from the molecular orbital. 30) molecular orbital to the A) lowest occupied, lowest unoccupied B) highest occupied, highest unoccupiedPropose a mechanism
