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4.4 Show how the compound thiodiazine - C21H26N2S2 - decomposes anaerobically and how these end products in turn decompose aerobically to stabilized sulfur
and nitrogen compounds.
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- When the nitrogen-containing aromatic heterocyclic compounds 1 and 2 are treated with HCl, only 1 forms the hydrochloride salt, whereas compound 2 is unreactive. Provide an explanation for this observed reactivity.Aldohexoses A and B both undergo Ruff degradation to give aldopentose C. On treatment with warm nitric acid, aldopentose C gives an optically active aldaric acid. B alsoreacts with warm nitric acid to give an optically active aldaric acid, but A reacts to givean optically inactive aldaric acid. Aldopentose C is degraded to aldotetrose D, whichgives optically active tartaric acid when it is treated with nitric acid. Aldotetrose D isdegraded to (+)@glyceraldehyde. Deduce the structures of sugars A, B, C, and D, and useFigure 23-3 to determine the correct names of these sugars.4 Show how the compound thiodiazine~C21H26N2S2~decomposes anaerobically and how these end products in turn decompose aerobically to stabilized sulfur and nitrogen compounds.
- Compound K, L and M are three isomers with the molecular formula C5H10O.Compound K cannot be oxidized, while compound M and L can be oxidized.Oxidation of compound L with hot acidified potassium permanganate,KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoformreagent, yellow precipitation only occurs in compound K. Fehling test onlyyielded positive results for compound L and negative for compound M andK. Compound M is then reacted with hydrogen chloride, HCl produceschlorocyclopentaneCompound K, L and M are three isomers with the molecular formula C5H10O.Compound K cannot be oxidized, while compound M and L can be oxidized.Oxidation of compound L with hot acidified potassium permanganate,KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoformreagent, yellow precipitation only occurs in compound K. Fehling test onlyyielded positive results for compound L and negative for compound M andK. Compound M is then reacted with hydrogen chloride, HCl produceschlorocyclopentane (i) Draw the structural formula of compounds K, L and M.Compound K, L and M are three isomers with the molecular formula C5H10O.Compound K cannot be oxidized, while compound M and L can be oxidized.Oxidation of compound L with hot acidified potassium permanganate,KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoformreagent, yellow precipitation only occurs in compound K. Fehling test onlyyielded positive results for compound L and negative for compound M andK. Compound M is then reacted with hydrogen chloride, HCl produceschlorocyclopentane. (ii) Name the type of chemical reaction of compound M when reacted withhydrogen chloride, HCl .
- (−)-Hyoscyamine, an optically active drug used to treat gastrointestinal disorders, is isolated from Atropa belladonna, the deadly nightshade plant, by a basic aqueous extraction procedure. If too much base is used during isolation, optically inactive material is isolated. (a) Explain this result by drawing a stepwise mechanism. (b) Explain why littorine, an isomerisolated from the tailower plant in Australia, can be obtained optically pure regardless of the amount of base used during isolation.The crocodile, which can remain under water without breathing for up to 1 h, drowns its air-breathing prey and then dines at its leisure. An adaptation that aids the crocodile in doing so it that it can utilize virtually 100% of the O2in its blood whereas humans, for example, can extract only ~65% of the O2in their blood. Crocodile Hb does not bind BPG. However, crocodile deoxyHb preferentially binds HCO3ꟷ. How does this help crocodile obtain its dinner? Explain your answer.(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.
- 3. Obtain acetophenone and acetaldehyde by reaction of glycols with periodic acid. Justify your answer with the reaction mechanism.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.(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.