Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 21, Problem 21.41AP
Interpretation Introduction

(a)

Interpretation:

The synthesis of 4-methyl-4-heptanol form butyric acid by the use of any other reagents is to be predicted.

Concept introduction:

Organocuprate reagents (R2CuLi) react with halides of organic compounds RX to form coupling products. Only one R group is transferred to form the product, while the other becomes part of the reaction’s by-product.

Interpretation Introduction

(b)

Interpretation:

The synthesis of 2-methyl-2-pentanol form butyric acid by the use of any other reagents is to be predicted.

Concept introduction:

Esters are formed by the reaction of an acid with an alcohol. The process of formation of esters is known as esterification.

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(c)

Interpretation:

The synthesis of 4-heptanol form butyric acid by the use of any other reagents is to be predicted.

Concept introduction:

The diisobutylaluminum hydride is a reducing agent. It is used in many organic syntheses reaction. The diisobutylaluminum hydride is represented as DIBAL. The diisobutylaluminum hydride can be used to convert an alkyne into an alkene.

Interpretation Introduction

(d)

Interpretation:

The synthesis of CH3CH2CH2CH2CH2CH2NH2 from butyric acid by the use of any other reagents is to be predicetd.

Concept introduction:

The metal hydride reagents are good reducing agents such as LiAlH4. Lithium aluminum hydride is used in many organic syntheses as a reducing agent. Lithium aluminum hydride can reduce a carboxylic acid into ketone or aldehyde. The ketone or aldehyde can be further reduced to an alcohol.

Interpretation Introduction

(e)

Interpretation:

The synthesis of CH3CH2CH2CH2CH2NH2 form butyric acid by the use of any other reagents is to be predicted.

Concept introduction:

The metal hydride reagents are good reducing agents such as LiAlH4. Lithium aluminum hydride is used in many organic syntheses as a reducing agent. Lithium aluminum hydride can reduce a carboxylic acid into ketone or aldehyde. The ketone or aldehyde can be further reduced to an alcohol.

Interpretation Introduction

(f)

Interpretation:

The synthesis of CH3CH2CH2CH2NH2 form butyric acid by the use of any other reagents is to be predicted.

Concept introduction:

The metal hydride reagents are good reducing agents such as LiAlH4. Lithium aluminum hydride is used in many organic syntheses as a reducing agent. Lithium aluminum hydride can reduce an amide into an amine.

The reaction of an acyl chloride with ammonia results in the formation of amide.

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1. Calculate the accurate monoisotopic mass (using all 1H, 12C, 14N, 160 and 35CI) for your product using the table in your lab manual. Don't include the Cl, since you should only have [M+H]*. Compare this to the value you see on the LC-MS printout. How much different are they? 2. There are four isotopic peaks for the [M+H]* ion at m/z 240, 241, 242 and 243. For one point of extra credit, explain what each of these is and why they are present. 3. There is a fragment ion at m/z 184. For one point of extra credit, identify this fragment and confirm by calculating the accurate monoisotopic mass. 4. The UV spectrum is also at the bottom of your printout. For one point of extra credit, look up the UV spectrum of bupropion on Google Images and compare to your spectrum. Do they match? Cite your source. 5. For most of you, there will be a second chromatographic peak whose m/z is 74 (to a round number). For one point of extra credit, see if you can identify this molecule as well and confirm by…
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can you draw each step on a piece of a paper please this is very confusing to me
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