a-Terpineol, a naturally occurring monoterpene alcohol, isomerizes to 1,8-cineole and 1,4-cineole when treated with acid. Draw a complete, detailed mechanism to account for the formation of each product. H,SO, HO a-Terpineol 1,8-Cineole 1,4-Cineole
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- The following isomers react separately with sodium hydroxide to give different products with the formulas shown. HO. .CI Но NaOH NaOH C3H1,02 (a) Draw the structure of each product. (b) Draw the mechanism that accounts for the formation of each of those products. (c) Explain why the isomeric reactants lead to different products.When phenyl-5-bromopentanone is treated with triphenylphosphine, followed by base, a compound is produced whose formula is C11H12. Its 13C NMR spectrum has nine signals, six of which appear between 120 and 140 ppm and three of which appear below 50 ppm. For this reaction, draw the complete, detailed mechanism, as well as the major organic product. 1. P(C6H5)3 Br C11H12 2. NaOCH,CH3Draw the mechanism and predict the major product for each of the following reactions. (a) (b) O (c) NABH4 NABH4. 1. LIAIH4, Et,O ? CH;OH ? 2. H2SO4, H2O mOCH3 CH;OH
- With sulfides are treated with α,β-unsaturated ketones and aldehydes, they can attackeither through direct or conjugate addition. Based on the NMR spectrum obtained fromthe product of the reaction below, indicate whether the reaction occurs by direct orconjugate addition and provide an arrow pushing mechanismThe following nucleophilic substitution occurs with rearrangement as shown below. Suggest a detailed mechanism for the transformation using arrows to detail electron flow. CI ОН NaOH H2O.55 Predict the major organic product and draw the complete, detailed mechanism for each of the following reactions. (a) (b) (c) CH;CH,OH (excess) CH,OH (еxcess) ? H,SO4 НО HO H. H2SO4 H2SO4 (d) (e) НО SH НО OH ? ? H2SO4 H2SO4
- 4) Fend product by writing down the the below, reactions given mechanism of the a) H2 O ? b) Brz I HzO CS CamScanner ile tarandıWhen phosgene is treated with excess methanol, a product is formed whose "H NMR spectrum shows one peak-a singlet at 3.8 ppm. Provide a complete, CH,OH ? CI CI detailed mechanism for this reaction. Phosgene3) Please draw the structures that correspond to omitted structure for each of the following synthetic sequences. HO Cro3 Cro3 (a) Product `OH Product H,0 HO PCC Cl РСС (b) Product (e) Product OH HO РСС NABHA (f) Starting Material (c) Product OH ELOH
- Draw a detailed mechanism for the FeBr3@catalyzed reaction of ethylbenzene with bromine, and show why the sigma complex (and the transition state leading to it) is lower in energy for substitution at the ortho and para positions than it is for substitution at the meta position.What compound is the major product of the reaction sequence shown below? (1) KCN ethanol Он (A) NH2 (B) (2) LIAIH, (xS)/ether (3) dil. H* H;O он NH2 OH (C) (D) Compound C Compound D )Compound A O Compound But of Explain the following reaction mechanistically. Show ALL lone pairs, formal charges and CURLY ARROWS. Identify the mechanism types (e.g. E2). OH HCI