The Fischer projection formula of the aldotetrose represented by the model is to be drawn and the configuration as R or S is to be assigned to each chirality center. Concept introduction: In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page. For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned. To draw: The Fischer projection formula of the aldotetrose represented by the model and to assign the configuration as R or S to each chirality center.

Question

Draw the structure of Ethyl 2-deoxoy-2-fluoro-a-D-galactopyranoside in: i) cyclized Fischer projection ii) in its most stable chair configuration iii) in its least stable chair confirmation

Answer 1

Question

Chapter 25.2, Problem 5P

Interpretation Introduction

Interpretation:

The Fischer projection formula of the aldotetrose represented by the model is to be drawn and the configuration as R or S is to be assigned to each chirality center.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To draw:

The Fischer projection formula of the aldotetrose represented by the model and to assign the configuration as R or S to each chirality center.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Draw the structure of Ethyl 2-deoxoy-2-fluoro-a-D-galactopyranoside in: i) cyclized Fischer projection ii) in its most stable chair configuration iii) in its least stable chair confirmation

Convert each compound to a Fischer projection, and label eachstereogenic center as R or S.

Convert the following compound to a Fischer projection and label each stereogenic center as R or S by providing the missing information in the labeled Fischer projection provided below. Give the configurations of A, B and C and the substituents from 1 to 8.