2 steps BU4NF C9H1602 A + B ÓSIME,tBu (i) Enone C can be prepared from alkyne A and aldehyde B in two steps via a gold-catalysed reaction. Identify A and B and provide reagents/conditions for a synthesis of C. (ii) Give the structure of D and classify the ring-closing reaction for its formation from C according to Baldwin's rules
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- The endiandric acids comprise a group of unsaturated carboxylic acidsisolated from a tree that grows in the rainforests of eastern Australia.The methyl esters of endiandric acids D and E have been prepared frompolyene Y by a series of two successive electrocyclic reactions: thermalring closure of the conjugated tetraene followed by ring closure of theresulting conjugated triene. (a) Draw the structures (includingstereochemistry) of the methyl esters of endiandric acids D and E. (b)The methyl ester of endiandric acid E undergoes an intramolecular [4 +2] cycloaddition to form the methyl ester of endiandric acid A. Propose apossible structure for endiandric acid A.(a) Propose a reasonable synthesis for the formation of nonane from CH3CH2CH2I and any other organic/inorganic reagent. (b) Suggest three (3) different Grignard reactions leading to 2-phenyl-2-butanol.(a) Illustrate the following name reactions by giving example :(i) Cannizzaro’s reaction(ii) Clemmensen reduction(b) An organic compound A contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the possible structure of compound A.
- Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.a. How many stereogenic centers are present in the product?b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.Wolff-Kishner reduction of compound W gave compound A. Treatment of A with m-chloroperbenzoic acid gave B which on reduction with LiAH4 gave C. Oxidation of compound C with chromic acid gave D (C9H14O). Suggest the structures for A, B, C, and D.An optically active alkyne A (C10H14) can be catalytically hydrogenated to butylcyclohexane. Treatment of A with EtMgBr liberates no gas. Catalytic hydrogenation of A over Pd/C in the presence of quinoline poison and treatment of the product with O3 and then H2O2 gives an optically active tricarboxylic acid C8H12O6 (A tricarboxylic acids is a compound with three - CO2H groups.). Give the structure of A, and account for all observations.
- One of the products of petroleum refinery is naphtha where, benzene could beobtained via catalytic reforming of naphtha. The obtained benzene can potentiallyto react with Lewis acid to form new carbon-carbon bond. Propose the startingmaterial and stepwise mechanism to produce new chemical structure which consista formula molecule of C11H16.Hydrogenation of alkene A with D2 in the presence of Pd-C affords a single product B. Keeping this result in mind, what compound is formed whenA is treated with each reagent: (a) mCPBA; (b) Br2, H2O followed by base? Explain these results.Compound A reacts with 1 molar equivalent(s) of hydrogen upon catalytic hydrogenation. A undergoes reaction with ozone, followed by Zn treatment, to give: Propose a structure for A.
- Compound F may be synthesised by the method attached: When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.Give the major product of the following reaction for letter c) and explain the mechanism/processGive the major product of the following reaction for letter b) and explain the mechanism/process