(i) 1-Octanol can be synthesized via a reaction sequence that involves thereaction of the Schwartz's reagent Zr(n5-Cp)2(H)CI with stoichiometricquantities of 1-heptene followed by the reaction with reagent I, acidicwork-up and subsequent reduction with reagent J. Give the names ofreagents I and J.(ii) 1-Octanol can also be prepared from the reaction of the Schwartz'sreagent with cis-2-hexene followed by reaction with reagents K and Land subsequent acidic work-up. Give the name of reagent K and givethe chemical structure of reagent L. Give a detailed reactionmechanism.

(i) The reaction of the Schwartz's reagent Zr(η^5-Cp)2(H)Cl with 1-heptene results in the formation…

Answered: (i) 1-Octanol can be synthesized via a…

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...

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(a) Answer the following questions based on the reaction scheme below. Jawab soalan berikut berdasarkan rajah tindak balas di bawah. H,SO, 180°C R OH+ Δ U NH, (i) State reagent Q. Nyatakan reagen Q. (ii) Draw the structural formula for compounds R, T, U and W. Lukiskan formula struktur bagi sebatian R, T, U dan W. PCI,
Write the structure of the principal organic product formed in the reaction of 1-propanol with each of the following reagents:(a) Sulfuric acid (catalytic amount), heat at 140°C(b) Sulfuric acid (catalytic amount), heat at 200°C(c) Dimethyl sulfoxide (DMSO), oxalyl chloride [(COCl)2], triethylamine [N(CH2CH3)3](d) Pyridinium chlorochromate (PCC) in dichloromethane(e) Potassium dichromate (K2Cr2O7) in aqueous sulfuric acid, heat(f) Sodium amide (NaNH2)
Give reasons for the following :(i) Phenol is more acidic than methanol.(ii) The C—O—H bond angle in alcohols is slightly less than the tetrahedral angle (190°28′).(iii) (CH3)3C—O—CH3 on reaction with HI gives (CH3)3C—I and CH3—OH as the main products and not (CH3)3C—OH and CH3—I.
Give reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.
Both cis- and trans-2-methylcyclohexanol undergo dehydration in warm sulfuric acid to give 1-methylcyclohexene as the major alkene product. These alcohols can also be converted to alkenes by tosylation using TsCl and pyridine, followed by elimination using KOC(CH3)3 as a strong base. Under these basic conditions, the tosylate of cis-2-methylcyclohexanoleliminates to give mostly 1-methylcyclohexene, but the tosylate of trans-2-methylcyclohexanol eliminates to give only 3-methylcyclohexene. Explain how this stereochemical difference in reactants controls a regiochemical difference in the products of the basic elimination, but not in the acid-catalyzed elimination.
7. Which of the following alcohol/s would react to CAN? Indicate YES or NO on the boxes provided below the structure H H3C CH3 `N' CH3 CH, CH,-C-CH,OH CH3 ÕH ČH, (a) (b) (c)
1. (a) Which compound would have the highest boiling point? benzophenone toluene acetophenone benzaldehyde (b) Which of the reagents listed below can convert a primary alcohol to an aldehyde? H2CrO4 DMSO, (COCl)2, Et3N AgNO3 KMnO4-, NaOH (c) Oxidation of alcohols involving the use of DMSO and (COCl)2 is also known as which of the following? Jones Tollens Baeyer-Villiger Swern
Predict the major products (including stereochemistry) when cis-3-methylcyclohexanol reacts with the following reagents. (a) concentrated HBr (b) TsCl/pyridine, then NaBr
2-bromo-2-methylbutane undergoes hydrolysis reaction with water, H2O toform compound W. Compound X and compound Y are produced when 2-bromo-2-methylbutane undergoes elimination reaction with alcoholic ofsodium hydroxide, NaOH. (i) Draw the structural formula of compounds W, X and Y
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) 1 Ph THF A Ph Ph B H₂SO4 100 °C 3 OH What is the name of the reaction that is followed by reaction Method A?
Some of the most useful compounds for organic synthesisare Grignard reagents (general formula R-MgX, where X is ahalogen), which are made by combining an alkyl halide, R-X,with Mg. They are used to change the carbon skeleton of a start-ing carbonyl compound in a reaction similar to that with R-Li:.(a) What is the product, after a final step with water, of thereaction between ethanal and the Grignard reagent of bromo-benzene? (b) What is the product, after a final step with water, ofthe reaction between 2-butanone and the Grignard reagent of2-bromopropane? (c) There are often two (or more) combina-tions of Grignard reagent and carbonyl compound that will givethe same product. Choose another pair of reactants to give theproduct in (a). (d) What carbonyl compound must react with aGrignard reagent to yield a product with the -OH group at theendof the carbon chain? (e) What Grignard reagent and carbonylcompound would you use to prepare 2-methyl-2-butanol?
Write structural formulas for each of the following alcohols and alkyl halides: (a) Cyclobutanol (c) 3-Heptanol (d) trans-2-Chlorocyclopentanol (b) sec-Butyl alcohol (e) 2,6-Dichloro-4-methyl-4-octanol (g) 1-Cyclopropylethanol (f) trans-4-tert-Butylcyclohexanol (h) 2-Cyclopropylethanol

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