Alcohols react with dihydropyran in the presence of acid to give products of general structure I rather than II. What sort of compound is compound I? Explain why I is formed in preference to II. ROH + Dihydropyran H or OR OR
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- Chrysanthemic acid occurs as a mixture of esters in flowers of the chrysanthemum (pyrethrum) family. Reduction of chrysanthemic acid to its alcohol followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate. Solvolysis alcohols. of the tosylate gives a mixture of artemesia and yomogi HO НО Chrysanthemic acid Chrysanthemyl alcohol OH TsO DMSO Chrysanthemyl tosylate Artemesia alcohol Yomogi alcohol Propose a mechanism for the formation of these alcohols from chrysanthemyl tosylate.Predict the product. Draw the structure(s) of the major organic product(s) formed in the following reactions. Please indicate stereochemistry if appropriate.Give the structure of the principal product(s) when each of the following alcohols reactswith (1) Na2Cr2O7>H2SO4, (2) PCC, (3) DMP, and (4) 1 equiv NaOCl-TEMPO.(a) octan-1-ol (b) octan-3-ol(c) 4-hydroxydecanal
- When ethyl ether is heated with excess HI for several hours, the only organic product obtained is ethyl iodide. Explain why ethyl alcohol is not obtained as a productDraw the tautomer of this enol. Include all lone pairs. Ignore inorganic byproducts. :OH: :0: H3O+ Draw TautomerAn unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two compounds (B and C)of molecular formula C10H16. B and C both react with H2 in the presence of Pd-C to form decalin. Ozonolysis of B forms D, and ozonolysis of C forms a diketone E of molecular formula C10H16O2. Identify the structures of compounds A, B, C, and E.
- Like alcohols, ethers undergo a cleavage by breaking a carbon–carbon bond between an alkyl group and the carbon bonded to the ether oxygen atom; that is, the red C–C bond in R–CH2OR' is broken. With this in mind, propose structures for the fragments formed by a cleavage of (CH3)2CHCH2OCH2CH3. Suggest a reason why an ether fragments by acleavage.Acid catalyzed dehydration reaction of 2-methyl-1-butanol produces 2-methyl-2-butene as the major product. Also acid catalyzed dehydration reaction of 3-methyl-1-butanol give the same product as major product. Explain the reason why both of the reaction produce the same product as the major product.A synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.
- Besides the tert-butyldimethylsilyl ethers, thereare many other widely used alcohol protecting groups. For example, analcohol such as cyclohexanol can be converted to a methoxy methylether (a MOM protecting group) by treatment with base and chloromethylmethyl ether, ClCH2OCH3. The protecting group can be removed bytreatment with aqueous acid. What functional group comprises a MOM ether?Give the structure of the principal product(s) when each of the following alcohols reacts with (1) Na2Cr2O7/H2SO4, (2) PCC, (3) DMP, and (4) 1 equiv NaOCl-TEMPO. (a) 4-hydroxydecanal (b) 1-methylcyclohexan-1,4-diolIn the chemical synthesis of DNA and RNA, hydroxyl groups are normally converted to triphenylmethyl (trityl) ethers to protect the hydroxyl group from reaction with other reagents. Triphenylmethyl ethers are stable to aqueous base but are rapidly cleaved in aqueous acid. (a) Why are triphenylmethyl ethers so readily hydrolyzed by aqueous acid? (b) How might the structure of the triphenylmethyl group be modified to increase or decrease its acid sensitivity?
