2. For the following pairs of molecules, determine if their relationship is enantiomers, diastereomers, or the same compound. Assign R/S configuration to all chiral centers, if applicable. 7 CH₂ H₂Cl off off
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- Identify whether the following pairs of compounds represent a pair of constitutional isomers, different conformations of the same compound, configurational isomers, identical structures, or unrelated compounds. If the molecules are configurational isomers, identify if they are enantiomers or diastereomers. Build models of the molecules to help you. Order of determination: a. Constitutional isomers (determine name with numbering system). b. Configurational isomers (determine R/S or cis/trans) c. Conformational isomers (if the above are the same, is the spatial arrangement different?) d. Identical (if all of the above are the same) J. Br Br ÇH3 and HO,C ÇH3 Br Br K. H3C Br and CH,CH3 CH;CH Br CH3 CH3 H3C. CH3 & Br Br Е. H HgC CH3 H CH3 & CI CI CI I- I1. Draw the following structures. Note the following: Use bond-line (skeleton) formulas, with PROPER wedges and dashes. LABEL each as 'chiral' or 'achiral' Choose any molecule that is CHIRAL and draw it's enantiomer. If a molecule is ACHIRAL, indicate the internal mirror plane as a dotted line. Identify a meso compound and a pair of diastereomers among the list of compounds below. 1) ii) iii) iv) v) a) 2-bromohexane b) 3-bromo-2,4-dimethylpentane c) cis-1,2-dimethylcyclohexane7. Identify whether the following pairs of compounds represent a pair of constitutional isomers, different conformations of the same compound, configurational isomers, identical structures, unrelated compounds. If the molecules are configurational isomers, identify if they are enantiomers or diastereomers. Build models of the molecules to help you. Order of determination: a. Constitutional isomers (determine name with numbering system). b. Configurational isomers (determine R/S or cis/trans) c. Conformational isomers (if the above are the same, is the spatial arrangement different d. Identical (if all of the above are the same) А. CH3 CH3 & ČH3 CH3 В. H. & НО H. OH С. & D. CH3 CH3 H. H. H3C. CH3 & Br Br H E. H H3C CH3 CH3 & CI
- Question 4: a) Using Cahn-Ingold-Prelog (CIP) rules assign the absolute configuration of all the stereocenters in the molecule below, then indicate whether or not is chiral, if achiral, show the element of symmetry. b) Draw out all possible diastereomers of this molecule c) Draw out all the enantiomers for the molecule below in addition to the diastereomers you drew in part (b). Indicate which of the molecules on your page are meso compounds. НО. HO H H O 4 H OH OHSuppose compounds A and B are enantiomers. What can be said about A and B (select all that apply). a. They are mirror images of eachother b. Neither contains a chiral center c. They consist of the same number & types of atoms d. They are superimposible e. They are NOT superimposable f. They are stereoisomersDraw a structural formula of the SS configuration of the compound shown below. CH₂F . Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. . If a group is achiral, do not use wedged or hashed bonds on it. . HO₂C *** S Y ChemDoodle
- Consider the pair of compounds shown below then select the word or phrase that best describes the relationship between them.. Me H OH H Me OH and H OH Me Me They are diastereoisomers, but differ in their conformations. O They are constitutional isomers that, by definition, differ in their conformations. None of these are accurate. They are identical, but differ in their conformations. O They are enantiomers, but differ in their conformations.Draw a structural formula for trans-1-bromo-3-isopropylcyclobutane. • Show stereochemistry only if given in the name. • Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. • In cases where there is more than one answer, just draw one.1 of 2 2. Draw the two chair conformations of cis-1,3-dimethylcyclohexane. Circle the conformation that is favored (most stable). The, using the values given below, calculate (show your work) a) the AG between the chair conformers, and b) the equilibrium constant at room temperature. (AG = -RTlnKeg) R = 8.314 J/mol•K 1,3-diaxial interaction Strain energy (kJ/mol) Me/H Me/Me 3.8 15.5
- Draw a structural formula of the S configuration of the compound shown below. NH₂ HO₂CCH₂CHCO₂H aspartic acid . . . Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it.SEE PHOTO: Draw the enantiomer of the molecule shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, where applicable1. Chirality of Chloro-Fluoro Methane. Instructions: Chloro-fluoro methane and its mirror image are shown below. Please answer the question using these two structures. JSmol JSmol Question 1: How many different groups are attached to the central carbon atom: а. 1 b. 2 С. 3 d. 4 Question 2: Based on your answer to the first question - should you be able to superimpose these two mirror images? Yes or No? Question 3: Based on your answer on number 2, do you consider these two molecules as chiral? Yes or No?