General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Question
Chapter 15, Problem 15.50P
Interpretation Introduction
Interpretation:
Fischer projection for a given ball and stick model of a molecule needs to be determined.
Concept Introduction:
Fischer Projection is a method of drawing 3-D structures of organic molecules in 2D nature. In this method, all non-terminal bonds are depicted as horizontal or vertical lines.
For a simple molecule consists of one chiral center with four different groups attached (e.g. CHClBrI), the Fischer projection method uses a cross formula to draw the two bonds in the plane. In the Fischer projection, both horizontal bonds come forward (drawn on wedges) and both vertical bonds go behind (on dashed lines).
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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)-butan-2-ol
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Convert the Fischer projection to a perspective formula. H-COO-CH2CH3-CH3
Chapter 15 Solutions
General, Organic, & Biological Chemistry
Ch. 15.1 - Prob. 15.1PCh. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15.3 - Prob. 15.7PCh. 15.3 - Prob. 15.8PCh. 15.3 - Prob. 15.9PCh. 15.3 - Prob. 15.10P
Ch. 15.3 - Prob. 15.11PCh. 15.4 - Prob. 15.12PCh. 15.4 - Prob. 15.13PCh. 15.5 - Prob. 15.14PCh. 15.6 - Prob. 15.15PCh. 15.6 - Prob. 15.16PCh. 15.6 - Prob. 15.17PCh. 15.7 - Prob. 15.18PCh. 15.7 - Prob. 15.19PCh. 15.7 - Prob. 15.20PCh. 15.7 - Prob. 15.21PCh. 15.8 - Prob. 15.22PCh. 15.8 - Prob. 15.23PCh. 15.9 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - How are the compounds in each pair related? Are...Ch. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Answer each question with a compound of molecular...Ch. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - (a) Define the terms “optically active” and...Ch. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.69PCh. 15 - Prob. 15.70PCh. 15 - Prob. 15.71PCh. 15 - Prob. 15.72PCh. 15 - Prob. 15.73CPCh. 15 - Prob. 15.74CP
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Be sure to answer all parts. The Fischer projection of D-glucose is shown below. Draw its mirror image as a Fischer projection. CHO OH HO H. draw structure... H. OH H. OH CH,OHarrow_forwardGlucose is a simple sugar with five substituents bonded to a sixmembered ring.a.Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring. b.Convert this representation to one that uses a hexagon with wedges and dashed wedges. c.Draw a constitutional isomer of glucose. d.Draw a stereoisomer that has an axial OH group on one carbon.arrow_forwardConsider the ball-and-stick model of D, and label E and F as either identical to D or an enantiomer of Darrow_forward
- Which Fischer projection corresponds to D-glucose? CHO CHO H- -OH но- -H HO H. H- H- -ОН Но H- -ОН но- ČH2OH ČH2OH CH2OH CHO но Но Но H- HO- H- HO- H- -ОН H- OH ČH2OH ČH2OHarrow_forwardStudy Guide Questions Q7. Identify each Fischer projection as the D- or L-isomer H H - OH H-OH H-OH H-OH CH2OH HO- H HO CH₂OH C=0 - H OH -H CH₂OHarrow_forwardConvert each chair conformation to an open-chain form and then to a Fischer projection. Name the monosaccharide you have drawn.arrow_forward
- Convert the Fischer projection shown to a line-angle structure (aka perspective structure) of the same configuration.arrow_forwardNeed help on B and C Stereogenic centers are supposed to have 4 different molecules connected to them?arrow_forwarda. How many stereocenters are present in this monosaccharide? CH,OH C=0 но H- O- H- HO- ČH2OH b. How many stereoisomers are possible for this monosaccharide? CHO H- HO- H- H- CH2OHarrow_forward
- Consider the two Fischer projections shown . They are NOT of the same molecule. Explain why the molecules shown are NOT the same? Describe how the groups of a Fischer projection are positioned in the ACTUAL molecule (Are the molecules flat in real life, or three-dimensional in real life? If three-dimensional, where exactly are the Hs and OHs positioned when one interprets these projections? Describe why the second molecule is not simply the first molecule flipped over (like a pancake).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). H₂N S OH Compound A CH3 CH3 mirror CH3 CH 3 Mmok NHZarrow_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
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