Concept explainers
Interpretation:
The configuration of
Concept introduction:
In order to determine the configuration at a chiral center, the atoms or groups attached to it are first assigned priorities on the basis of their
If two atoms attached to the chiral center have the same atomic number, then they are compared on the basis of the atomic numbers of the other atoms attached to them.
Multiple bonds are replicated as substituents on the atom.
The molecule is oriented such that the lowest ranked group/atom points away from the observer.
The configuration is R, if the remaining three groups in the order of decreasing priority trace a clockwise path.
The absolute configuration is S, if the remaining three groups in the order of decreasing priority trace a counter clockwise path.
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ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
- Using bond-line form with dash-wedge (perspective formulas) draw the structure of both the R and S stereocenters for the organic products and give the corresponding IUPAC names, including their stereochemistry, of the following reactions. Write your answer in the blank spacearrow_forwardInterpret the acidity of alcohols on the basis of ground-state polarization and stability of the alcoholate anion(indicate and give symbols for bond polarization)! Compare the relative acidity of ethanol and 2-fluoroethanol!arrow_forwardassign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.arrow_forward
- assign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.arrow_forwardCompound X, C,4H12Br2, is optically inactive. On treatment with strong base, X gives hydrocarbon Y, C14H10: Compound Y absorbs 2 equivalents of hydrogen when reduced over a palladium catalyst to give z (C14H14) and reacts with ozone to give one product, benzoic acid (C,Hg02). Draw the structure of compound Z. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Ignore alkene stereochemistry. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. ChemDoodlearrow_forwardProvide the systematic name for each of the following isomeric acid chlorides with the chemical formula C,H9CIO. (Be sure to indicate double bond stereochemistry using (E) and (Z) notation. Indicate stereochemistry in rings with the terms cis or trans. Do NOT use (R) or (S) designations. It is not necessary to use italics in writing compound names. Write compound names in lower case. Use upper case for the double bond stereochemistry terms.) Visited ** ball & stick + labels ball & stick labels ball & stick labelsarrow_forward
- 2A2: Apply the concepts of stereocenters, chirality, asymmetry, and the CIP Rules to label enantiomers/ diastereomers and R/S or E/Z absolute configurations. These two (2) structures have ambiguous configurations. Provide a wedge and dash structure for the indicated configurational isomer. In your response, keep the overall structural orientation the same as given. In addition, label all alkenyl FGs as either E or Z in both structures by showing your work. & H3 C CH3 (R, R, R,) H3CO. H3CO CH3 (S, S, S) CH3 OCH 3 OCH 3arrow_forwardBromine is a larger atom than chlorine, but the equilibrium constants in Table indicate that a chloro substituent has a greater preference for theequatorial position than does a bromo substituent. Suggest an explanation for this fact.arrow_forwardExplain the process of Calculating Degrees of Unsaturation ?arrow_forward
- Draw the structure of the following three isomeric acid chlorides with chemical formula C,H,CIO. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just give one. Acid chloride #1: (E)-4-hexenoyl chloride C P aste орy ..." ChemDoodle Acid chloride #2: (Z)-3-hexenoyl chloride Previous Next Email Instructor Save and Exitarrow_forward9) Below is a statin, simvastatin, used for treating high cholesterol. Assign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither. RS N RS N HO RS N I RS N RS N RS N EZ N EZ Narrow_forwardDraw the structure of the following three isomeric esters with chemical formula C-H1,0,. Ester #1: (E)-ethyl 2-pentenoate Ester #2: ethyl 3-methyl-3-butenoate Ester #3: (Z)-methyl 3-hexenoate • Consider E/Z stereochemistry of alkenes. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. opy aste ChemDoodle Previous Next Email Instructor Save and Exitarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning