Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
bartleby

Concept explainers

Question
Book Icon
Chapter 10, Problem 22P
Interpretation Introduction

Interpretation:

The compounds that are likely to be formed on free-radical addition of HBr to cis-2-pentene are to be determined and the stereochemically accurate formula for each of them is to be written, and the configuration at each chirality center is to be specified.

Concept introduction:

The number of stereoisomers formed can be calculated using the formula 2n, where n is the number of chiral centers present in the molecule.

The absolute configuration of the chiral center is determined on the basis of the following rules:

First priority of the four groups present on the carbon atoms is decided. Higher is the atomic number of the group, higher is its priority.

The compound undergoes rotation in order to get the least priority group above or below the plane.

If the least priority group is present below the plane, then clockwise arrangement of first three priority groups gives R configuration and anticlockwise gives S. Reverse is true if the least priority group is present above the plane.

Blurred answer
Students have asked these similar questions
A student proposes the following two-step synthesis of an ether from an alcohol A: 1. strong base A 2. R Is the student's proposed synthesis likely to work? If you said the proposed synthesis would work, enter the chemical formula or common abbreviation for an appropriate strong base to use in Step 1: If you said the synthesis would work, draw the structure of an alcohol A, and the structure of the additional reagent R needed in Step 2, in the drawing area below. If there's more than one reasonable choice for a good reaction yield, you can draw any of them. ☐ Click and drag to start drawing a structure. Yes No ロ→ロ 0|0 G Х D : ☐ ப
टे Predict the major products of this organic reaction. Be sure to use wedge and dash bonds when necessary, for example to distinguish between different major products. ☐ ☐ : ☐ + NaOH HO 2 Click and drag to start drawing a structure.
Shown below are five NMR spectra for five different C6H10O2 compounds.  For each spectrum, draw the structure of the compound, and assign the spectrum by labeling H's in your structure (or in a second drawing of the structure) with the chemical shifts of the corresponding signals (which can be estimated to nearest 0.1 ppm).  IR information is also provided.  As a reminder, a peak near 1700 cm-1 is consistent with the presence of a carbonyl (C=O), and a peak near 3300 cm-1 is consistent with the presence of an O–H. Extra information: For C6H10O2 , there must be either 2 double bonds, or 1 triple bond, or two rings to account for the unsaturation. There is no two rings for this problem. A strong band was observed in the IR at 1717 cm-1
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:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning