General, Organic, & Biological Chemistry
General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 15.6, Problem 15.17P
Interpretation Introduction

(a)

Interpretation:

The Fischer projection of both the enantiomers of 2-pentanolneeds to be drawn.

Concept introduction:

For a molecule with the chiral center, the Fischer projection formula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as a vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.

Interpretation Introduction

(b)

Interpretation:

The Fischer projection of both the enantiomers of 1,2-dichlorobutane needs to be drawn.

Concept introduction:

For a molecule with the chiral center, the Fischer projectionformula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as a vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.

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What spectral features allow you to differentiate the product from the starting material? Use four separate paragraphs for each set of comparisons. You should have one paragraph each devoted to MS, HNMR, CNMR and IR. 2) For MS, the differing masses of molecular ions are a popular starting point. Including a unique fragmentation is important, too. 3) For HNMR, CNMR and IR state the peaks that are different and what makes them different (usually the presence or absence of certain groups). See if you can find two differences (in each set of IR, HNMR and CNMR spectra) due to the presence or absence of a functional group. Include peak locations. Alternatively, you can state a shift of a peak due to a change near a given functional group. Including peak locations for shifted peaks, as well as what these peaks are due to. Ideally, your focus should be on not just identifying the differences but explaining them in terms of functional group changes.

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General, Organic, & Biological Chemistry

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