The boiling point of acetic acid is higher than that of its methyl ester even through acetic acid has a lower molecular weight. The factors behind this has to be given. Concept introduction: The boiling points of carboxylic acids are higher than those of alcohol or aldehydes of similar relative molecular mass due to intermolecular hydrogen bonding. Intermolecular hydrogen bonding will increase the boiling point of an organic compound. Carboxylic acids can form dimers in which hydrogen bonds form between two carboxyl groups this will also increase their boiling point. Increasing order of boiling point of some organic compounds with similar molecular weight is shown below, Alkane < Ether < Alkyl halide < Amine < Ketone , aldehyde < Alcohol < Carboxylic acid The better hydrogen bond capability of a molecule will increase its boiling points.

Question

Want to see the full answer?

Answer 1

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 17, Problem 17.16P

Interpretation Introduction

Interpretation:

The boiling point of acetic acid is higher than that of its methyl ester even through acetic acid has a lower molecular weight. The factors behind this has to be given.

Concept introduction:

The boiling points of carboxylic acids are higher than those of alcohol or aldehydes of similar relative molecular mass due to intermolecular hydrogen bonding.

Intermolecular hydrogen bonding will increase the boiling point of an organic compound.

Carboxylic acids can form dimers in which hydrogen bonds form between two carboxyl groups this will also increase their boiling point.

Increasing order of boiling point of some organic compounds with similar molecular weight is shown below,

Alkane < Ether < Alkyl halide < Amine < Ketone , aldehyde < Alcohol < Carboxylic acid

The better hydrogen bond capability of a molecule will increase its boiling points.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Why is the water solubility of a carboxylate salt greater than that of its parent carboxylic acid? A) A carboxylate salt is an ionic compound which is soluble in water. B) A carboxylate salt is less polar than its parent carboxylic acid. C) A carboxylate salt has a lower boiling point than its parent carboxylic acid. D) A carboxylate salt is more readily reduced to an aldehyde than its parent carboxylic acid.

Ethyl acetate Ethyl benzoate Ethyl butanoate Ethyl cinnamate Ethyl decanoate Ester Odours of Various Esters Odour Glue/fruit Fruit Pineapple/roses (peach) Honey, peach Grape Rum Pineapple, banana Ethyl formiate Ethyl hexanoate Ethyl isobutanoate Apple Ethyl isopropionate Apple Ethyl isovalerate Apple Ethyl phenylacetate Honey Ethyl propionate Strawberry Ethyl salicylate Methyl acetate Methyl anthranilate Methyl benzoate Methyl butanoate Methyl heptanoate Methyl isobutanoate Methyl isopropionate Methyl phenylacetate Wintergreen (mint) Berries Grape Fruit Apple, banana Berries, iris Apple, pineapple, apricot Apple Honey, jasmine Berries, rum Wintergreen (mint) Methyl propionate Methyl salicylate Pentyl acetate Banana, pear (honey) Pentyl butanoate Apricot Octyl acetate Orange Isopentyl acetate Banana Benzyl acetate Jasmine Butyl butanoate Pineapple Isobutyl acetate Isobutyl propionate Isopentyl propionate Isopentyl acetate Raspberry Rum Pineapple Orange

Why are carbonyl compounds considered weakly acidic? Would you expect carbonyl compounds to be more acidic than alkanes? Explain.

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 17, Problem 17.16P

Interpretation Introduction

Interpretation:

The boiling point of acetic acid is higher than that of its methyl ester even through acetic acid has a lower molecular weight. The factors behind this has to be given.

Concept introduction:

The boiling points of carboxylic acids are higher than those of alcohol or aldehydes of similar relative molecular mass due to intermolecular hydrogen bonding.

Intermolecular hydrogen bonding will increase the boiling point of an organic compound.

Carboxylic acids can form dimers in which hydrogen bonds form between two carboxyl groups this will also increase their boiling point.

Increasing order of boiling point of some organic compounds with similar molecular weight is shown below,

Alkane < Ether < Alkyl halide < Amine < Ketone , aldehyde < Alcohol < Carboxylic acid

The better hydrogen bond capability of a molecule will increase its boiling points.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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 17, Problem 17.16P

Interpretation Introduction

Interpretation:

The boiling point of acetic acid is higher than that of its methyl ester even through acetic acid has a lower molecular weight. The factors behind this has to be given.

Concept introduction:

The boiling points of carboxylic acids are higher than those of alcohol or aldehydes of similar relative molecular mass due to intermolecular hydrogen bonding.

Intermolecular hydrogen bonding will increase the boiling point of an organic compound.

Carboxylic acids can form dimers in which hydrogen bonds form between two carboxyl groups this will also increase their boiling point.

Increasing order of boiling point of some organic compounds with similar molecular weight is shown below,

Alkane < Ether < Alkyl halide < Amine < Ketone , aldehyde < Alcohol < Carboxylic acid

The better hydrogen bond capability of a molecule will increase its boiling points.

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 17, Problem 17.16P

Interpretation Introduction