this procedure is a microscale hydration of norbornene. 1. What was the stereochemical outcome of the...

70.2K

Verified Solution

Question

Chemistry

this procedure is a microscale hydration of norbornene.
1. What was the stereochemical outcome of the reaction? whatevidence permitted a definitive assignment of stereochemistry?
2. Assemble a molecular model of norbornene and use it toexplain why the obsvered product was obtained rather than theisomer.
3. The norbornyl carbocation does not rearrange to a tertiarycarbocation even though there is a tertiary carbon adjacent to thesecondary carbon bearing the positive charge. Suggest a possibleexplantion.
4.Norbornene is a strained alkene. It is very reactive towardhydration in aqueous acid. Explain how strain contributes to thehigh reactivity.

Answer & Explanation Solved by verified expert

4.0 Ratings (673 Votes)

1 and 2a Hydration of norbornene is theacid catalysed reaction It follows electrophilic addition reactionmechanism in which proton first adds to CC and forms thecarbocation a planar structure then the H2O water molecule attacksthe carbocation The approach of H2O is from the side of bridgedgroup as the rear side attack is hindere because of See Answer

Get Answers to Unlimited Questions

Join us to gain access to millions of questions and expert answers. Enjoy exclusive benefits tailored just for you!

Membership Benefits:

Unlimited Question Access with detailed Answers
Zin AI - 3 Million Words
10 Dall-E 3 Images
20 Plot Generations
Conversation with Dialogue Memory
No Ads, Ever!
Access to Our Best AI Platform: Flex AI - Your personal assistant for all your inquiries!

Become a Member