Question

chemical reaction 4. Which Cyclohexanol oxidation method is "cleaner" (safer for the environment): the one using dichromate or the one using Clorox? Why (answer in terms of the waste products generated in these reactions)? 5. Why did we extract the Cyclohexanone in a three step extraction (with 10 ml, 8 ml and 7 ml Ether) rather than in one step (with 25 ml Ether)? 6. What does it mean if the IR spectrum of your final product (Cyclohexanone) shows a wide peak between 3300 and 3600 cm1? 7. What does it mean if the IR spectrum of your final product (Cyclohexanone) shows a peak around 1064 em? Explain

Answer 1

Answer 4: cyclohexaanol oxidation

• The oxidation method with "Clorox" is cleaner thans using dichromate.
  • Dichromate method (Na₂Cr₂O₇ / H₂SO₄) produces chromium salts as subproducts. These salts are toxic and the waste products from this method must be classified as hazardous wastes.
  • The Clorox method (NaClO / CH₃COOH) does not use heavy metals and the waste are not dangerous. The subproducts are: NaCl and water, in the solution remains also acetid acid.

Answer 5: cyclohexanone extraction

• The extraction is done in three steps to be sure that all cyclohexanone is extracted
  • At least that the cyclohexanone has a really higher solubility in the solvent (a high distribution coefficient), there is not probably that all cyclohexanone be transfered to the extraction solvent in only one step

Conc.ofcompoundin organic phase Кр Conc.ofcompoundin aqueous phase

• Then, it is better realize the extraction in three steps

Answer 6: cyclohexanone IR

• The wide peak between 3300 and 3600 cm^-1 is a characteristically signal of O-H aborption for alcohols and water.
• A peak in that zone indicates two possibilities:
  • The compound is not well dry and has some of water
  • Not all cyclohexanol was converted to cyclohexanone and your product is a mixture of both compounds

Answer 7: cyclohexanone IR

• The peak at 1064 cm^-1 is a characteristically signal of C-O aborption for alcohols.
• A peak in that zone indicates that not all cyclohexanol was converted to cyclohexanone and your product is a mixture of both compounds