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The following four structures are naturally occuring

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 25P Chapter 5

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 25P

Problem 25SP

The following four structures are naturally occuring optically active compounds. Star (*) the asymmetric carbon atoms in these structures.

Step-by-Step Solution:
Step 1 of 3

Solution 25SP

For all time place least priority group away from us.

If the sequence 123 is clockwise then configuration is R.

If the sequence 123  is counter-clockwise then configuration is S.

a) The second carbon in serine is asymmetric. The amino group receives first priority, the –COOH group second priority, the -CH2OH group third, and the hydrogen fourth.

Here least priority group towards to us so this is found to be the (S) configuration

(S)-2-amino-3-hydroxypropanoic acid

b) The C2 and C3 are asymmetric carbons in erythrose

     erythrose

                                           

c) The asymmetric carbon atoms are indicated by asterisk in the structure.

        Menthol

Both the asymmetric carbons of the following structures show R-configuration.

Here least priority group towards to us so this is found to be the (S) configuration

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanol

d) The asymmetric carbon atoms are indicated by asterisk in the following structure.

Both the asymmetric carbons show S-configuration.

(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Step 2 of 3

Chapter 5, Problem 25P is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. This full solution covers the following key subjects: structures, naturally, atoms, carbon, compounds. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The full step-by-step solution to problem: 25P from chapter: 5 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. Since the solution to 25P from 5 chapter was answered, more than 408 students have viewed the full step-by-step answer. The answer to “The following four structures are naturally occuring optically active compounds. Star (*) the asymmetric carbon atoms in these structures.” is broken down into a number of easy to follow steps, and 19 words.

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The following four structures are naturally occuring