
Interpretation:
A mechanism involving a carbocation rearrangement for the conversion of isoborneol into camphene on treatment with dilute sulfuric acid is to be proposed.
Concept introduction:
The steps involving a carbocation rearrangement for the conversion of isoborneol into camphene on treatment with dilute sulfuric acid are i) Protonation of the hydroxyl group by sulfuric acid ii) Loss of water to yield a carbocation iii) Migration of a ring carbon to produce a more stable carbocation. iv) Deprotonation.
To propose:
A mechanism involving a carbocation rearrangement for the conversion of isoborneol into camphene on treatment with dilute sulfuric acid.

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Chapter 27 Solutions
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- Write the systematic name of each organic molecule: structure HO-C-CH2-CH3 O -OH CH3-CH2-CH2-CH2-CH2-C-OH CH3 CH3-CH-CH2-C-OH Explanation Check S namearrow_forwardtheres 2 productsarrow_forwardDraw the major product of this solvolysis reaction. Ignore any inorganic byproducts. + CH3CH2OH Drawing Q Atoms, Bonds and Rings OCH2CH3 || OEt Charges OH 00-> | Undo Reset | Br Remove Done Drag To Pan +arrow_forward
- Draw the major product of this SN1 reaction. Ignore any inorganic byproducts. CH3CO2Na CH3CO2H Drawing + Br Q Atoms, Bonds and Rings OAC Charges OH ОАс Na ဂ Br Undo Reset Remove Done Drag To Pan +arrow_forwardOrganic Functional Groups entifying positions labeled with Greek letters in acids and derivatives 1/5 ssible, replace an H atom on the a carbon of the molecule in the drawing area with a ce an H atom on the ẞ carbon with a hydroxyl group substituent. ne of the substituents can't be added for any reason, just don't add it. If neither substi er the drawing area. O H OH Oneither substituent can be added. Check D 1 Accessibility ado na witharrow_forwardDifferentiate between electrophilic and nucleophilic groups. Give examples.arrow_forward
- An aldehyde/ketone plus an alcohol gives a hemiacetal, and an excess of alcohol gives an acetal. The reaction is an equilibrium; in aldehydes, it's shifted to the right and in ketones, to the left. Explain.arrow_forwardDraw a Haworth projection or a common cyclic form of this monosaccharide: H- -OH H- OH H- -OH CH₂OHarrow_forwardAnswer the question in the first photoarrow_forward
- Ggggffg2258555426855 please don't use AI Calculate the positions at which the probability of a particle in a one-dimensional box is maximum if the particle is in the fifth energy level and in the eighth energy level.arrow_forwardExplain the concepts of hemiacetal and acetal.arrow_forwardBriefly describe a nucleophilic addition.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning


