(a)
Interpretation: The mechanism for formation of the alcohol product should be drawn.
Concept introduction:
The product formed is governed by Markovnikov’s Rule. Rule suggests that negative part of halo acid HX must go to the carbon that has more alkyl substituents or less
The order of relative stability of various possible carbocation species is as follows:
(b)
Interpretation: The expected product of reaction was carried out in methanol instead of water should be drawn.
Concept introduction: Alkenes are regarded electron-rich and often undergo addition reaction in presence of electrophilic halo acids or nucleophilic sodium cyanide. The intermediate formed in former is tertiary carbocation and finally nucleophilic part of halo acid attacks in a rapid step to give addition product.
The product formed is governed by Markovnikov’s Rule. Rule suggests that negative part of halo acid HX must go to the carbon that has more alkyl substituents or less
The order of relative stability of various possible carbocation species is as follows:
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Chapter 8 Solutions
Organic Chemistry: A Guided Inquiry
- Draw major product please!arrow_forwardHS HCI a. b. c. Draw a curly arrow mechanism for this reaction to explain the formation of each product. Your mechanism should be consistent with your responses to parts a and b. Does this reaction proceed via an SN1 or an SN2 reaction? Explain your choice. Redraw each reactant and include the orbitals that interact during this substitution reaction. Label each orbital as either the HOMO or LUMO.arrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts and the alcohol side product. 1. LIOH 2. Neutralizing work-up Select to Drawarrow_forward
- Complete the following multi-step synthesis. Can use any reagents needed.arrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts. 1. CrO3, H2SO4 2. Neutralizing work-up Select to Draw Harrow_forward1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂Oarrow_forward
- 9. Under normal conditions, 1-cyclohexenol cannot be isolated or stored in a bottle. a. Explain why 1-cyclohexenol cannot be isolated or stored. b. Draw the product that would be isolated and stored instead of 1-cyclohexanol. c. Draw a mechanism to explain your answer above.arrow_forwardb. 8. Synthesis Design a synthetic route to perform the transformations shown below. You may use any other reagents necessary, as long as the starting material is incorporated into the product. a. f You OH H forarrow_forwardThis is a umplong reaction. I'm looking for what reagent and intermediates would look like. Thank youarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning