Organic Chemistry (Package) (Looseleaf)
Organic Chemistry (Package) (Looseleaf)
7th Edition
ISBN: 9780321939036
Author: Bruice
Publisher: PEARSON
bartleby

Concept explainers

Question
Book Icon
Chapter 4, Problem 72P

(a)

Interpretation Introduction

Interpretation:

The possible stereoisomers of the given compound has to be drawn.

Concept introduction:

Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity.  Stereoisomers are due to the presence of stereocenter.

Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.

Fischer projections: the asymmetric center (carbon) represents as the point of intersection of two perpendicular lines, in which the horizontal lines represent the bonds that project out of the plane of the paper and the vertical lines represent the bonds that away from the plane of the paper.

(b)

Interpretation Introduction

Interpretation:

The optically inactive stereoisomers from the above four stereoisomers of the given compound has to be determined.

Concept introduction:

Optical activity of a molecule is the interaction between molecule and plane-polarized light.

Molecule having asymmetric center shows optical activity except mesocompounds.

Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.

Mesocompounds has asymmetric centers and a plane of symmetry, so the molecule superimposable on its mirror image, thereby the compound is achiral.

If the four groups attached to both asymmetric centers of a compound are identical, then the compound is a mesocompound.

Blurred answer
Students have asked these similar questions
Label the two stereogenic centers in each compound and draw all possible stereoisomers.
(a) Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug. (b) Label each stereogenic center as R or S.
a.Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug. b. Label each stereogenic center as R or S.

Chapter 4 Solutions

Organic Chemistry (Package) (Looseleaf)

Ch. 4.7 - Prob. 14PCh. 4.7 - Prob. 16PCh. 4.7 - Prob. 17PCh. 4.7 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 20PCh. 4.9 - Prob. 21PCh. 4.9 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.10 - Prob. 23PCh. 4.10 - Prob. 24PCh. 4.11 - Prob. 26PCh. 4.11 - Prob. 27PCh. 4.11 - Prob. 28PCh. 4.11 - The stereoisomer of cholesterol found in nature is...Ch. 4.11 - Prob. 30PCh. 4.12 - Prob. 31PCh. 4.12 - Draw all possible stereoisomers for each of the...Ch. 4.12 - Prob. 33PCh. 4.12 - Of all the possible cyclooctanes that have one...Ch. 4.12 - Prob. 35PCh. 4.12 - Prob. 36PCh. 4.13 - Which of the following compounds has a...Ch. 4.13 - Prob. 39PCh. 4.14 - Prob. 40PCh. 4.14 - Name the isomers you drew in Problem 52.Ch. 4.14 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.14 - Draw a perspective formula for each of the...Ch. 4.14 - Name the following:Ch. 4.14 - Prob. 45PCh. 4.14 - Prob. 48PCh. 4.14 - Prob. 50PCh. 4.15 - Limonene exists as two different stereoisomers....Ch. 4.16 - Prob. 52PCh. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Which of the following has an achiral...Ch. 4 - Prob. 63PCh. 4 - Prob. 64PCh. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Prob. 72PCh. 4 - Prob. 73PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 75PCh. 4 - Prob. 76PCh. 4 - Draw structures for the following: a....Ch. 4 - Prob. 78PCh. 4 - Prob. 79PCh. 4 - Prob. 80PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 86PCh. 4 - Is the following compound optically active?
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning