An efficient synthesis of pheromone ( 4-methyl-3-heptanol ) from alcohols of five carbon atoms or fewer is to be suggested. Concept Introduction: Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone , or a carboxylic acid depending upon the type of alcohol that is been used. A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group. A secondary alcohol is oxidized to a carbonyl compound containing a keto group. Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds. Phosphorous tribromide converts alcohols to alkyl bromides. Aldehydes on reactions of Grignard reagents yield secondary alcohols.

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

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Experiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.

Rel. Intensity Q 1. Which one of the following is true of the compound whose mass spectrum is shown here? Explain how you decided. 100 a) It contains chlorine. b) It contains bromine. c) It contains neither chlorine nor bromine. 80- 60- 40- 20- 0.0 0.0 TT 40 80 120 160 m/z 2. Using the Table of IR Absorptions how could you distinguish between these two compounds in the IR? What absorbance would one compound have that the other compound does not? HO CI

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction