Question

Molecule1= R-4-propylnonan-5-ol 1.Draw your Molecule 1 with a properly drawn stereocenter. 2.Predict the major organic product(s)...

Molecule1= R-4-propylnonan-5-ol

1.Draw your Molecule 1 with a properly drawn stereocenter.

2.Predict the major organic product(s) (including stereochemistry where appropriate) for reaction of Molecule 1 with the following reagents.

a) Phosphorous tribromide. There is one product and it is called Molecule 2a.

b) TsCl and pyridine. Show all pie bonds. There is one product and it is called Molecule 2b.

c) Thionyl chloride and pyridine. There is one product and it is called Molecule 2c.

d) Draw a full Lewis Structure of sulfuric acid ( Reaction of Molecule 1 with sulfuric acid and heat creates 3 products (one major, one minor, and one very minor). Label your products as follows: call your major product Molecule 2dMJ and your first minor product Molecule 2dMN. Call your most minor product (the one formed in the least amount) Molecule 2dMMN

0 0
Add a comment Improve this question Transcribed image text
Answer #1

1 structure of R-u-propylmonan-5-ol. 2 T. + Elad - za 3 1+ Tsch py ab 4 17 socha Py 20 + H- 0 0 -lt a -1720. ممبر Ho shibrt ,

The structure of the product of R-4-propyl nonane 1-ol was labled as 1.

The compound 1 reacts with PBr3 and the corresponding bromo product with inversion of stereochemistry will form.

The compound 1 react with Tosyl chloride in presence of pyridine and the tosyl protected alcohol without change in stereochemistry will be the product

The compound 1 with thionylchloride will give the corresponding chloro compound with inversion of stereochemistry.

The elimination product of alcohol with sulfuricacid gives 3 types of olefins. The carbocation formed by elimination of water molecule can be stabilised by migration(wagner meerwein rearrangement),which will give most hyperconjugated structures of olefin as major. The possible olefin structures was drawn and labled as you mentioned.

Add a comment
Know the answer?
Add Answer to:
Molecule1= R-4-propylnonan-5-ol 1.Draw your Molecule 1 with a properly drawn stereocenter. 2.Predict the major organic product(s)...
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for? Ask your own homework help question. Our experts will answer your question WITHIN MINUTES for Free.
Similar Homework Help Questions
ADVERTISEMENT
Free Homework Help App
Download From Google Play
Scan Your Homework
to Get Instant Free Answers
Need Online Homework Help?
Ask a Question
Get Answers For Free
Most questions answered within 3 hours.
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT