Concept explainers
(a)
Interpretation:
The given Fischer projection needs to be represented using wedges and dashed wedges.
Concept introduction:
For a molecule with chiral center, the Fischer projection formula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.
The wedge and dashed bonds are used to represent the 3D structure of the molecule.
(b)
Interpretation:
The given Fischer projection needs to be represented using wedges and dashed wedges.
Concept introduction:
For a molecule with chiral center, the Fischer projection formula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.
The wedge and dashed bonds are used to represent the 3D structure of the molecule.
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Chapter 15 Solutions
General, Organic, and Biological Chemistry - 4th edition
- Re-draw each Fischer projection formula using wedges and dashed wedgesfor the stereogenic center, and label the center as R or S.arrow_forwardDraw the Fischer projection for structure I. Circle each chiral group in structure II.arrow_forward8. Assign each chiral carbon as R or S in compound-A. Draw the mirror image of compound-A and assign configuration to each chiral carbon. (note that the dotted line represents the mirror). Hâ‚‚N S OH Compound A CH3 CH3 mirror CH3 CH 3 Mmok NHZarrow_forward
- Draw a Fischer projection for each compound. Remember that the cross represents an asymmetric carbon atom, and the carbon chain should be along the vertical, with the IUPAC numbering from top to bottom.(R)-glyceraldehyde,arrow_forwardDraw the first compound on Newman structure and Fischer structure Draw the second compund in Wedge and Dash Structure and Newman c1-c3 structurearrow_forwardConvert each compound to a Fischer projection formula.arrow_forward
- Draw the fischer projection of this newman projection.arrow_forwardTell whether each of the following substituents on a steroid is axial or equatorial. (A substituent that is up is on the top face of the molecule as drawn, and a substituent that is down is on the bottom face.) (a) Substituent up at C3 (b) Substituent down at C7 (c) Substituent down at C11arrow_forwardThis is one enantiomer of the molecule. OH H CCH2-CH2-CH3 CH3 Draw the structure of the other enantiomer using wedges and dashes. Click and drag to start drawing a structure.arrow_forward
- In Fischer projections, the horizontal bonds represent groups projecting forward (on wedges) and the vertical bonds represent groups projecting backwards (on dashes). True or False True Falsearrow_forwardClassify this Fischer projection as a D- or L- enantiomer. H HO HO HO HO c=0 III H CH2OHarrow_forwardThe Fischer projection for linear D-glucose is shown. Fill in the missing H's and OH's for the wedge and dash projections. Then convert to a Haworth projection for both a-D-glucose and B-D-glucose in linear form. Next, convert to the cyclic form and finally to a chair conformation for both pyranoses. Haworth projection pyranose (chair) CHO H- HO- H -OH -H -OH H-OH CH₂OH = 4 3 4 5 6 3 a-D-glucose rotate 90° clockwise OH H ba 1 6 4 5 B-D-glucose 5 4 3 3 -OH O 1 Harrow_forward
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning