Problem 5-31 Which of the following objects are chiral? (a) A basketball (d) A golf club (b) A fork (c) A wine glass (e) A spiral staircase (f) A snowflake Problem 5-32 Which of the following compounds are chiral? Draw them, and label the chirality centers. (a) 2,4-Dimethylheptane (b) 5-Ethyl-3,3-dimethylheptane (c) cis-1,4-Dichlorocyclohexane Problem 5-33 Draw chiral molecules that meet the following descriptions: (a) A chloroalkane, C5H11Cl (c) An alkene, C6H12 (b) An alcohol, C6H140 (d) An alkane, C8H18 Problem 5-36 Erythronolide B is the biological precursor of erythromycin, a broad-spectrum antibiotic. How H3C CH3 many chirality centers does erythronolide B have? OH Identify them. H3C -CH3 OH Erythronolide B H3C. H3C. OH OH CH3 Problem 5-37 Which of the following pairs of structures represent the same enantiomer, and which represent different enantiomers? OH CH3 Br CN H- C-OH HCH2CH3 H3C CN CH3 H Br (c) CH3CH2 H3C (a) согн Br CH3 CO2H H--- Br H- CN HC2H H3C---C-H CN (b) CO₂H (d) H₂N H2N Problem 5-39 What is the stereochemical configuration of the enantiomer of (2S,4R)-2,4-octanediol? Problem 5-43 Assign R or S configurations to each chirality center in the following molecules: H OH (a) (b) CL H H OCH 3 HOCH2 CO₂H (c) Problem 5-46 Draw tetrahedral representations of the following molecules: (a) (S)-2-Chlorobutane (b) (R)-3-Chloro-1-pentene [H2C=CHCH(CI)CH2CH3]

Problem 5-31 Which of the following objects are chiral? (a) A basketball (d) A golf club (b) A fork (c) A wine glass (e) A spiral staircase (f) A snowflake Problem 5-32 Which of the following compounds are chiral? Draw them, and label the chirality centers. (a) 2,4-Dimethylheptane (b) 5-Ethyl-3,3-dimethylheptane (c) cis-1,4-Dichlorocyclohexane Problem 5-33 Draw chiral molecules that meet the following descriptions: (a) A chloroalkane, C5H11Cl (c) An alkene, C6H12 (b) An alcohol, C6H140 (d) An alkane, C8H18 Problem 5-36 Erythronolide B is the biological precursor of erythromycin, a broad-spectrum antibiotic. How H3C CH3 many chirality centers does erythronolide B have? OH Identify them. H3C -CH3 OH Erythronolide B H3C. H3C. OH OH CH3 Problem 5-37 Which of the following pairs of structures represent the same enantiomer, and which represent different enantiomers? OH CH3 Br CN H- C-OH HCH2CH3 H3C CN CH3 H Br (c) CH3CH2 H3C (a) согн Br CH3 CO2H H--- Br H- CN HC2H H3C---C-H CN (b) CO₂H (d) H₂N H2N Problem 5-39 What is the stereochemical configuration of the enantiomer of (2S,4R)-2,4-octanediol? Problem 5-43 Assign R or S configurations to each chirality center in the following molecules: H OH (a) (b) CL H H OCH 3 HOCH2 CO₂H (c) Problem 5-46 Draw tetrahedral representations of the following molecules: (a) (S)-2-Chlorobutane (b) (R)-3-Chloro-1-pentene [H2C=CHCH(CI)CH2CH3]

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

Problem 69AP

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please answer all 7-10
5-51 Draw examples of the following: (a) A meso compound with the formula C8H18 (b) A meso compound with the formula C9H20 (c) A compound with two chirality centers, one Rand the other S
Which of the following compounds are chiral? Draw them, and label the chirality centers. 5-32 (a) 2,4-Dimethylheptane (b) 5-Ethyl-3,3-dimethylheptane (c) cis-1,4-Dichlorocyclohexane
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Queation 1
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uestion 2 2) Which term best describes the relationship between the two molecules depicted in the box (below): A) Constitutional Isomers B) Enantiomers C) Diastereomers 3W O (B) 80 O (D) O (E Question 3 O Br H3CO Br Br O 3) How many stereogenic (chiral) centers are contained in the following molecule: D) Same Molecule E) Newman Projections ABODE 01234 A) O B) 1
H3C Cl \ / C=C / \ H2N I (R)-enantiomer (Z) isomer (S)-enantiomer (E) isomer meso compound
Given the following structure and numbering: H CO,H 3 H3C 1 A (a) Label the stereocenters of A as R or S and draw a Fischer Projection of the enantiomer of A with C1 on top and C4 on bottom. (b) Draw a Newman Projection of a diastereomer of 4 looking down the C2-C3 bond with C2 in front.
1) Determine the relationship of the following pairs of compounds. Are they identical, enantiomers, diastereomers, constitutional isomers or non-isomeric different compounds? OH OH (a) (c) OH € CH3 H- CH3 H3Cl O₂N Br CH2CH3 H H Br CH3 H3C O₂N H H (d)
F1 2) Which term best describes the relationship between the two molecules depicted in the box (below): .:0: 2 O (A) O (B) HO₂C O (C) O (D) O (E) F2 OH #3 CO₂H OH 80 F3 $ 4 HO₂C F4 OH % 5 CO₂H OH F5 6 F6 A) Constitutional Isomers B) Enantiomers C) Diastereomers D) Meso E) Newman Projections & 7 & F7 * DII 8 F8 F9 7 F10 0 T F11
Given the following structure and numbering: (a) Label the stereocenters of A as R or S and draw a Fischer Projection of the enantiomer of A with C1on top and C4 on bottom. (b) Draw a Newman Projection of a diastereomer of A looking down the C2-C3 bond with C2 in front.