(a)
To draw: All the stereoisomers of 2,3,4-tribromopentane with the help of fisher projections.
Interpretation: All the stereoisomers of 2,3,4-tribromopentane with the help of fisher projections are to be drawn.
Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) aur (S) to (R).
(b)
To determine: The asymmetric carbon atoms and to label them as (R) or (S).
Interpretation: The asymmetric carbon atoms are to be identified and (R) or (S) has to be labeled.
Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) aur (S) to (R).
(c)
To determine: The validation of the fact that
Interpretation: The validation of the fact that
Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. Chiral centers signify the presence of asymmetric carbon atoms. They are examples of stereocentre. When two groups bounded to an atom are interchanged to give a stereoisomer, then the atom is known as stereogenic atom.
(d)
To determine: The validation of the fact that
Interpretation: The validation of the fact that
Concept introduction: Chiral centres signify the presence of asymmetric carbon atoms. They are examples of stereocentres. When two groups bounded to an atom are interchanged to give a stereoisomer, then the atom is known as stereogenic atom.
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Chapter 5 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- Draw the planar (Haworth) structure for cis-1-ethyl-2- methylcyclohexane. (b) Draw the two ring - flipped chair conformations. (c) Circle the more stable chair conformation (circle both if they are equal in energy). Draw the Haworth structure and the two ring-flipped conformations of 1, 2, 4- trimethylcyclohexane (Compound D) on the frames below, b) Circle the more stable chair conformation (circle both if they are equal in energy). Haworth Structurearrow_forwardthe drawing utility. Draw any one of the skeletal structures of a 2° alkyl bromide having the molecular formula of C6H13Br and two stereogenic centers. Indicate chirality by using wedge and hashed wedge notation. Lone pairs do not need to be shown. edit structure ...arrow_forwardDraw Newman Projections representing the two highest and two lowest energy conformers of (3S,4S)-4-tert-butyl-2,3-dimethyloctane as viewed along the C3-C4 bond. b.) Label each conformer with theappropriate description then analyze them and rank their energies and explain your reasoning by specifyingthe types of interactions. (Hint: Draw the first and then rotate only the front or back carbon)arrow_forward
- 2) Analyze the following compounds whether these compounds have a stereoisomer that is a meso compound or not. Justify your answer. a) 1,2-dimethylcyclohexane b) 3,4-diethylhexane c) 1-bromo-2-methylcyclohexanearrow_forward4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane. (b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the carbon-3 to carbon-4 bond. (c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation that you drew as a sawhorse representation.arrow_forward2. i) Circle each stereogenic unit in the Structure provided and write its label directly below the unit (alkene → (Z) or (E); chiral center → (R) or (S); substituted cycloalkane ring lacking chiral centers → cis or trans). ii) Write C in the 1st box if the structure is Chiral (has an enantiomer) or A if it is Achiral. iii) In the 2nd box write the # of diastereomers of the structure provided. Structure (circle and label) OMe Chiral or achiral # of Diastereomers LABELS OHarrow_forward
- a.) Draw all constitutional isomers of compounds with the molecular formula C4H9Br. (b) Are any of the structures in part (a) primary alkyl bromides? If so, circle it/themarrow_forwarda. b. For the following two pairs of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Identify their relationship as: constitutional isomer, conformational isomer, stereoisomer or identical. (4) Find all the chiral center on each molecule and label them. Br and ZX- and VS. H H H Br H H ∞arrow_forward1. Compound 1 is one isomer of 1,3-dicholoro-2,4,6-triisopropylcyclohexane. a) Draw both chair conformations of compound 1. State which is more stable. (An isopropyl group should be treated as 'larger' than a chloro group.) b) Draw the most stable achiral stereoisomer of this compound, in its most stable conformation. c) Draw the most stable chiral stereoisomer of this compound, in its most stable conformation. i-Pr i-Pr 1 i-Pr 'CIarrow_forward
- 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.arrow_forwardDraw two cyclic constitutional isomers of trans-1,2-dimethylcyclopentane with the same size ring. • In cases where there is only one cyclic constitutional isomer, just draw one structure. • If there are more than two isomers, draw any two of the possible structures. • Your drawing must specify cis/trans stereochemistry unambiguously using wedged and dashed bonds. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. ? ChemDoodle it'sarrow_forward2. i) Circle each stereogenic unit in the Structure provided and write its label directly below the unit (alkene → (Z) or (E); chiral center → (R) or (S); substituted cycloalkane ring lacking chiral centers → cis or trans). ii) Write C in the 1st box if the structure is Chiral (has an enantiomer) or A if it is Achiral. iii) In the 2nd box write the # of diastereomers of the structure provided. Structure (circle and label) Chiral or achiral # of Diastereomers LABELS H Harrow_forward
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