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- 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.c) An alkyl halide E, C5H11B1 undergoes hydrolysis to form an alcohol F, C5H120. Alcohol F becomes cloudy immediately when reacted with a Lucas reagent. (i) (ii) Deduce the structures of E and F. State the type of reaction and propose the mechanism for the conversion of E to F. d) Draw the structure of the product formed when 2-bromopropane reacts with the following reagents respectively, (i) (ii) potassium cyanide ethoxide ionCompound X (C4H9Br) reacts by heating with NaOH in H2O to form Y. The compound Y then undergoes acid catalysed hydration by H2SO4 in 180°C to form 2-methyl prop-1-ene. (e) Determine the structure of X and Y. (f) Predict a MAJOR product when compound Y reacts with H2SO4 in 140°C. (g) Draw a structural isomer of X. Name the isomer using IUPAC nomenclature. (h) Describe a chemical test to distinguish between compound Y and 1-butanol.
- 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-hydroxydecanalcould you synthesize isopropyl propyl ether, using isopropyl alcohol as the only carbon-containing reagent?(a) Synthesis of ethanol from the corresponding oxo compounds with Grignard reagent b) Formation of acetal from acetone and ethane-1,2-diol
- Propose reaction mechanisms for the synthesis of methyl ethyl ketone from (a) methanol and ethane, (b) methane and ethanol, and (c) methane, ethane, and water.Acetal derivatives of aldehydes and ketones are prepared by an acid-catalyzed dehydration reaction with alcohols or diols. Using more pictures than words, draw a reaction and a mechanism that shows the formation of acetal.(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.
- 10. Compound X (C4H9Br) reacts by heating with NaOH in H2O to form Y. The compound Y then undergoes acid catalysed hydration by H2SO, in 180°C to form 2-methyl prop-1-ene. (e) Determine the structure of X and Y. (f) Predict a MAJOR product when compound Y reacts with H2SO4 in 140 C. (g) Draw a structural isomer of X. Name the isomer using IUPAC nomenclature. (h) Describe a chemical test to distinguish between compound Y and 1-butanol.(a) Draw the structure of the hemiacetal formed from one mole of benzaldehyde and one mole of ethanol. (b) Draw the structure of the acetal formed from one mole of benzaldehyde and two moles of ethanol. (c) Draw the structure of 2-methoxy-2-butanol. What compounds could you prepare this from?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-diol