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Practice Problems - Stereochemistry and Cyclohexane Chem 241 1. Draw a structure for a compound that...
6. Draw cyclohexane structures with the molecular formula, CHF, that have the desired relationship. Chair structures...
6. Draw cyclohexane structures with the molecular formula, CHF, that have the desired relationship. Chair structures are not necessary. (8 points) Two structures that are enantiomers: Two structures that are constitutional isomers: Two structures that are diastereomers A meso compound: A compound lacking chirality center:
with explanation 1) Draw a chair conformation of cyclohexane. Then, draw and level properly all axial...
with explanation
1) Draw a chair conformation of cyclohexane. Then, draw and level properly all axial and equatorial positions on chair form of cyclohexane. 2) Draw chair, half-chair and boat conformations of ethyl cyclohexane and draw an energy diagram to explain their relative stability: 3) Draw two possible chair conformations for each of the mono-substituted cyclohexanes and determine their relative stability with proper explanation. OH 4) Draw two possible chair conformations for each of the di-substituted cyclohexanes and determine their...
Draw a pair of Diastereomers Draw a pair of Enantiomers Draw a pair of constitutional isomers...
Draw a pair of Diastereomers
Draw a pair of Enantiomers
Draw a pair of constitutional isomers
Draw a compound without a chirality center
Draw a meso compound
(10 points) Draw structures with the molecular formula, C.HgF2 that match each of the constraints. Pairs should contain two structures that have that relationship. Structures that do not have the correct formula score no points.
organic chem 1 Assign a plausible chemical structure for each of the following scenario Assume the...
organic chem 1
Assign a plausible chemical structure for each of the following scenario Assume the following: N y /NaBH OH + HO NO C14H16 O Nabi A NaBHA + 2x MeOH Hy Pd 40 H - HO BOH Hot & Hoa 2. Provide any 3 constitutional isomers with the formula C Hi that provide the same product upon reaction with HB Assess the type of isomers (not isomers, conformers, enantiomers, diastereomers, meso ereoisomers, constitutional isomers) for the following pairs...
4. (18pts) Consider the bond-line structure below. (a) How many stereoisomers are predicted for this compound?...
4. (18pts) Consider the bond-line structure below. (a) How many stereoisomers are predicted for this compound? Why are the actual number of stereoisomers for this compound less than the predicted amount? (b) Draw the stereoisomers, clearly showing stereochemistry with dash/wedge notation. (c) Label each pair of stereoisomers as either enantiomers or diastereomers and identify which pair(s) are optically inactive as a 50/50 mixture. XX
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the...
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the chiral centers and circle the stereochemical relationship of the two compounds shown below in Fischer notation? CH3 C2H5 Br- H CH HCI Brt CzH5 A) enantiomers. B) diastereomers - C) constitutional isomers- D) cis/trans - isomers E) meso - same structure CH3 3.) Draw the structure of the meso form of 1,3-dichlorocyclopentane. Take particular care to indicate three-dimensional stereochemical detail properly. -
1. Draw the structure of n-pentane and all of its constitutional isomers. 2. Draw (showing stereochemistry)...
1. Draw the structure of n-pentane and all of its constitutional isomers. 2. Draw (showing stereochemistry) the meso isomer of 2,3-dibromobutane. 3. Draw two examples of cis-trans isomers with the molecular formula C6H12, one pair containing a double bond and pair containing a ring. (Four structures in total)
Discussion Questions: 1. a) Carefully draw a three-dimensional structure of each stereoisomer of stilbene dibromide. Do...
Discussion Questions: 1. a) Carefully draw a three-dimensional structure of each stereoisomer of stilbene dibromide. Do not include any identical structures. b) Identify the enantiomeric pair, and identify one pair of structures that are diastereomers. 2. Give careful stereo-drawings representing the complete mechanism for the reaction of cis-stilbene with bromine. Remember to show the two different modes of anti-attack that are possible, depending on whether you add the bromine from above to the left-hand or the right-hand carbon of the...
> Which of the following terms best describes the pair of compou diastereomers, or the same...
> Which of the following terms best describes the pair of compou diastereomers, or the same compound bes the pair of compounds shown: enantiomers, HC WOH HO eneantiomers 8) Label each asymmetric carbon in the compound below as R or S. OH "CH3 9) Label each asymmetric carbon in the compound below as Ror S. OH нуусна нсн OH 10) Label each assymetric carbon in the compound below as R or S. 11) Draw the structure of (2R,3S)-2,3-dichloropentane. Take particular...
em 6. The structure of tartaric acid is found below, but with the stereochemistry omitted. a)...
em 6. The structure of tartaric acid is found below, but with the stereochemistry omitted. a) Identify all the stereocenters in tartaric acid (with *). (2p) b) Draw all of the stereoisomers of tartaric acid and identify all pairs enantiomers and diastereomers. (3p) c) How many actual stereoisomers exist for the tartaric acid? (2p) OH CO2H HO2C OH Tartaric Acid
6. Draw cyclohexane structures with the molecular formula, CHF, that have the desired relationship. Chair structures are not necessary. (8 points) Two structures that are enantiomers: Two structures that are constitutional isomers: Two structures that are diastereomers A meso compound: A compound lacking chirality center:
with explanation
1) Draw a chair conformation of cyclohexane. Then, draw and level properly all axial and equatorial positions on chair form of cyclohexane. 2) Draw chair, half-chair and boat conformations of ethyl cyclohexane and draw an energy diagram to explain their relative stability: 3) Draw two possible chair conformations for each of the mono-substituted cyclohexanes and determine their relative stability with proper explanation. OH 4) Draw two possible chair conformations for each of the di-substituted cyclohexanes and determine their...
Draw a pair of Diastereomers
Draw a pair of Enantiomers
Draw a pair of constitutional isomers
Draw a compound without a chirality center
Draw a meso compound
(10 points) Draw structures with the molecular formula, C.HgF2 that match each of the constraints. Pairs should contain two structures that have that relationship. Structures that do not have the correct formula score no points.
organic chem 1
Assign a plausible chemical structure for each of the following scenario Assume the following: N y /NaBH OH + HO NO C14H16 O Nabi A NaBHA + 2x MeOH Hy Pd 40 H - HO BOH Hot & Hoa 2. Provide any 3 constitutional isomers with the formula C Hi that provide the same product upon reaction with HB Assess the type of isomers (not isomers, conformers, enantiomers, diastereomers, meso ereoisomers, constitutional isomers) for the following pairs...
4. (18pts) Consider the bond-line structure below. (a) How many stereoisomers are predicted for this compound? Why are the actual number of stereoisomers for this compound less than the predicted amount? (b) Draw the stereoisomers, clearly showing stereochemistry with dash/wedge notation. (c) Label each pair of stereoisomers as either enantiomers or diastereomers and identify which pair(s) are optically inactive as a 50/50 mixture. XX
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the chiral centers and circle the stereochemical relationship of the two compounds shown below in Fischer notation? CH3 C2H5 Br- H CH HCI Brt CzH5 A) enantiomers. B) diastereomers - C) constitutional isomers- D) cis/trans - isomers E) meso - same structure CH3 3.) Draw the structure of the meso form of 1,3-dichlorocyclopentane. Take particular care to indicate three-dimensional stereochemical detail properly. -
Discussion Questions: 1. a) Carefully draw a three-dimensional structure of each stereoisomer of stilbene dibromide. Do not include any identical structures. b) Identify the enantiomeric pair, and identify one pair of structures that are diastereomers. 2. Give careful stereo-drawings representing the complete mechanism for the reaction of cis-stilbene with bromine. Remember to show the two different modes of anti-attack that are possible, depending on whether you add the bromine from above to the left-hand or the right-hand carbon of the...
> Which of the following terms best describes the pair of compou diastereomers, or the same compound bes the pair of compounds shown: enantiomers, HC WOH HO eneantiomers 8) Label each asymmetric carbon in the compound below as R or S. OH "CH3 9) Label each asymmetric carbon in the compound below as Ror S. OH нуусна нсн OH 10) Label each assymetric carbon in the compound below as R or S. 11) Draw the structure of (2R,3S)-2,3-dichloropentane. Take particular...
em 6. The structure of tartaric acid is found below, but with the stereochemistry omitted. a) Identify all the stereocenters in tartaric acid (with *). (2p) b) Draw all of the stereoisomers of tartaric acid and identify all pairs enantiomers and diastereomers. (3p) c) How many actual stereoisomers exist for the tartaric acid? (2p) OH CO2H HO2C OH Tartaric Acid
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