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
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- 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.Qa 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.+ 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]
- QII: Give plausible mechanism for the following reaction: HCI Н ииии Он Н ииии CI + H mmCI ZnCl,Identify the major prouct of the folowing sololvsi reaction of 3bromo-1-methyiycopentene with methanol, Br CH,OH toButanone 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.
- The reaction of 1- methylcyclopentene with mercuric trifluoroacetate in ethanol followed by reduction with sodium borohydride gives 1-ethoxy-1- methylcyclopentane. The -OH peak in the IR shows up at 1700 cm-1 as a sharp peak. (S)-2-bromohexane is the product of the reaction of (S)-2-hexanol with PBr3. The 1H NMR spectrum of 1- pentanol will show a peak for the H atom of the -OH group at 10 ppm delta. A tosylate is a great protecting group for an alcohol. The Williamson ether synthesis is an SN2 reaction of an alkoxide ion with a primary alkyl halide. Thionyl chloride converts ketones into alkyl halides. In an oxidation reaction, the oxygen content of our organic molecule decreases. ✓ [Choose ] False True [Choose ] [Choose ] [Choose ] [Choose ] [Choose ] [Choose ] [Choose ](a) Provide the missing reagents and line structures of the products (C- E) for the following reactions. Include stereochemistry for products Cand E as indicated. No mechanisms are required. (5) C H,0 Show stereochemistry any one diastereomer OH PCC. CH;Cla D H. Pd/C Show stereochemistry any one enantlomer> 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.
- 5:42 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 unoccupied(10pts) Compound A, C10H16, was found to be optically active. On catalytic reduction over a palladium catalyst, 2 equivalents of hydrogen were absorbed, yielding compound B, CioH2o. On ozonolysis of A, two fragments were obtained. One fragment was identified as acetic acid (CHCOOH). The other fragment, compound C, was an optically active carboxylic acid, C8H14O2. Write reactions, and draw the correct structures for A-C, explain your answer in detail.The dragmacidin class of natural products has been isolated from various marine sponges. They have been shown to have many interesting biological properties, including anti-viral, anti-fungal, and anti-bacterial activity. (+)- Dragmacidin D, shown below, was also made in the laboratory, which allowed the structure to be confirmed (Org. Lett. 2015, 17, 1529-1532). Part 1 ΗΘΗ H-N N-H * (-6) R (+)-Dragmacidin D R = "N-H The positive charge in dragmacidin D is delocalized. Draw all resonance structures that show delocalization of this charge, by modifying the given structures as needed. Include the original structure as one of the possible resonance forms, and include relevant formal charges in your structures. Do not add any resonance arrows or curved arrows. Use the + and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds. Br -H