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Write the structure of the major product formed when 1-methylcyclohexanol reacts with 85% (concd) H3PO4 at 150°C.
  • 1a. Write the structure of the major product formed when 1-methylcyclohexanol reacts with 85% (concd) H3PO4 at 150°C. 

  • 1b. Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond.

  • 1c. Write the mechanism for step two of this reaction. Show lone pairs and formal charges. In this step, you don't need to draw out any hydrogen.

  • 1d. Write the mechanism for step three of this reaction. Show lone pairs and formal charges. In this step, make sure to draw out the hydrogen that will be eliminated. Use the conjugate base generated in step 1 of the mechanism for the base in this step.