Concept explainers
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.
Trending nowThis is a popular solution!
Chapter 25 Solutions
Organic Chemistry
- COOH What is the relationship between the parent structure on the left and the structure on the right? HTOH COOH тон H-OH HO H CH₂OH H― OH CH2OH A: Enantiomers B: Diastereomers C: Completely unrelated molecules D: Identical molecules OA oc OD Barrow_forwardWhat is the relationship between the parent structure on the left and the structure on the right? HO O O O COOH H H-OH B A: Enantiomers B: Diastereomers C: Completely unrelated molecules D: Identical molecules CH₂OH HO HO COOH H H CH₂OHarrow_forwardAssign R or S configuration to each chirality center, and indicate whether they are D or L sugars.arrow_forward
- Assign R or S configuration to each chirality center in the following molecules. First assign the configuration of the chirality center closest to the top of the Fischer projection. Then give the configuration of the other chirality center. CH₂OH -OH CH3CH₂ # H- -OCH3 CO₂H 1st structure: Top chirality center 2nd structure: Top chirality center H3C- H3C- OH -OH -H Other chirality center: ✓. Other chirality center: Varrow_forwardRedraw the following molecule and assign R or S configuration to each chirality center. CH₂OH HO H H OH HO H CH₂OHarrow_forwardThe following compound has how many stereogenic centers? CH3arrow_forward
- (a) assign R or S configuration to each chiral center, (b) Which compound are enantiomers? (c) Which compounds are diastereomers?arrow_forwardLabel the chirality center (if one exists) in each compound. A compound may contain zero or one chirality center.arrow_forward1. Give the number of stereogenic centers in the pain reliever Met-enkephalin, mark the corresponding stereogenic centers with an asterisk. H₂N. OH HO S I CH3arrow_forward
- Identify the configuration of each chiral center in the following compound, and draw all other stereoisomers with indication of the stereochemical relationship between each. H CI Br 18 Housarrow_forwardIdentify the relationship between the following two structures. OH A enantiomers B identical C OH C) neitherarrow_forwardH Ph HCI H₂O cat HCI H₂O 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiralarrow_forward