The chirality centers in the two non-standard amino acids shown are to be located, and their absolute configurations to be determined using Cahn-Ingold-Prelog R, S notation. Concept Introduction: Chirality centers in a molecule are the carbon atoms that have four different atoms/group bonded to them. These carbons are sp 3 hybridized. Cahn-Ingold-Prelog rules assign priorities to the four atoms directly bonded to the chirality center on the basis of their atomic numbers . The higher the atomic number, higher the priority. In case two or more of these atoms have the same atomic number, the atoms bonded to them are compared. After assigning the priorities, the molecule is oriented, so that the atom/group with the least priority (#4) is at the back, pointing away from the observer. Then, if the first three groups are arranged in a clockwise manner, the configuration of the center is R. If they are arranged counterclockwise, the configuration is S.

Question

Want to see the full answer?

Answer 1

Question

Chapter 26.1, Problem 1P

Interpretation Introduction

Interpretation:

The chirality centers in the two non-standard amino acids shown are to be located, and their absolute configurations to be determined using Cahn-Ingold-Prelog R, S notation.

Concept Introduction:

Chirality centers in a molecule are the carbon atoms that have four different atoms/group bonded to them. These carbons are sp3 hybridized.

Cahn-Ingold-Prelog rules assign priorities to the four atoms directly bonded to the chirality center on the basis of their atomic numbers.

The higher the atomic number, higher the priority.

In case two or more of these atoms have the same atomic number, the atoms bonded to them are compared.

After assigning the priorities, the molecule is oriented, so that the atom/group with the least priority (#4) is at the back, pointing away from the observer. Then, if the first three groups are arranged in a clockwise manner, the configuration of the center is R. If they are arranged counterclockwise, the configuration is S.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained. Draw the structures of these fragments.

For each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.

A molecule shows peaks at 1379, 1327, 1249, 739 cm-1. Draw a diagram of the energy levels for such a molecule. Draw arrows for the possible transitions that could occur for the molecule. In the diagram imagine exciting an electron, what are its various options for getting back to the ground state? What process would promote radiation less decay? What do you expect for the lifetime of an electron in the T1 state? Why is phosphorescence emission weak in most substances? What could you do to a sample to enhance the likelihood that phosphorescence would occur over radiationless decay?