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Carboxylic Acids In Chemistry, Physical And Chemical Properties, Important Topics JEE 2025

Carboxylic acids : Carboxylic acids are organic compounds with a carboxyl group (-COOH). Known for their weak acidity, they partially ionize in solution and have high boiling points due to hydrogen bonding. Soluble in water and polar solvents, they play a key role in reactions like esterification and are crucial in biochemistry and industry.
authorImageShrivastav 16 May, 2024
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Carboxylic acid

Carboxylic acids : Carboxylic acids are organic compounds that have a double bond between a carbon (C) atom and an oxygen (O) atom, as well as a single bond with a hydroxyl group (―OH). A fourth bond connects the carbon atom to a hydrogen (H) atom or another univalent combining group. The carboxyl (COOH) group gets its name from the combination of the carbonyl (C = O) and hydroxyl groups. Carboxylic acids share some similarities with ketones and alcohols. Carboxylic acid groups, like ketones, are sp 2 -hybridized, resulting in planar C — C ═ O and O ═ C — O bond angles of about 120°. The carboxyl group is responsible for the majority of the properties of carboxylic acids.

Properties Of Carboxylic Acid

Properties Of Carboxylic Acid : Carboxylic acids are organic compounds characterized by the presence of a carboxyl group (-COOH). They are typically weak acids, partially ionizing in solution to produce hydrogen ions (H+) and carboxylate ions (R-COO−). These acids exhibit high boiling points due to strong hydrogen bonding between molecules. They are soluble in water and polar solvents but less so in non-polar solvents. Carboxylic acids participate in various chemical reactions, including esterification, reduction, and decarboxylation. Their acidic nature, reactivity, and ability to form hydrogen bonds make them essential in biochemical processes and industrial applications. Common examples include acetic acid and citric acid.

Physical Properties of Carboxylic acid

  • Physical State: Depending on their molecular weight, carboxylic acids can exist in a variety of states. Carboxylic acids that have fewer than five carbon atoms are usually liquids at room temperature, whereas those that have more carbon atoms are usually solids.
  • Odor: Carboxylic acids frequently have strong, pungent odor. Acetic acid has a vinegar-like odor, formic acid has a pungent odor, and butyric acid has a rancid butter odor.
  • Polarity: Because two electronegative oxygen atoms are present in carboxylic acid molecules, the molecules are polar. Because they contain both hydroxyl and carbonyl groups (C = O), they also take part in hydrogen bonding.
  • Solubility: Low-carbon carboxylic acids (up to approximately 4) are soluble in water because they form hydrogen bonds with water molecules. However, the solubility of carboxylic acids in water decreases with increasing carbon atom count. Carboxylic acids, aside from water, are more soluble in organic solvents such as methanol and ethanol.

  • Boiling Points: When compared to hydrocarbons with equivalent molecular weight, carboxylic acids have higher boiling points. This is due to the fact that the carboxyl group makes it possible for molecules to form intermolecular hydrogen bonds, which strengthen the forces that attract one another. Because of this, aldehydes, ketones, and alcohols with similar molecular weights typically have lower boiling points than carboxylic acids. The difference is that two carboxylic acid molecules form two hydrogen bonds with each other, whereas two alcohol molecules only form one. Consequently, dimers, or pairs of molecules, of carboxylic acids can be found in both the liquid and, to a lesser extent, gaseous states. Carboxylic acid: hydrogen bonds between molecules. chemical compound carboxylic acid.

Condensed Structural Formula

Name of Acid

Melting point (°C)

Boiling Point (°C)

Solubility (g/100 g of water)

HCOOH

Formic acid

8

100

Miscible

CH 3 COOH

Acetic acid

17

118

Miscible

CH 3 CH 2 COOH

Propionic acid

–22

141

Miscible

CH 3 (CH 2 ) 2 COOH

Butyric acid

–5

163

Miscible

CH 3 (CH 2 ) 3 COOH

Valeric acid

–35

187

5

CH 3 (CH 2 ) 4 COOH

Caproic acid

–3

205

1.1

C 6 H 5 COOH

Benzoic acid

122

249

0.29

  • Acidity: Acidity is the primary characteristic of carboxylic acids and the factor that gave rise to their name. Any substance that transfers a proton, also known as a hydrogen ion, H + , to another substance known as a base is referred to as an acid. Carboxylic acids are considered stronger acids even though they are much weaker than the most significant mineral acids, hydrochloric (HCl), nitric (HNO 3 ), and sulfuric (H 2 SO 4 ). This is because they accomplish this much more easily than most other classes of organic compounds. The best way to explain why this class of compounds has a higher acidity than alcohols is to compare their acidity to alcohols, since both have an OH group.
  • Because carboxylate ions have resonance structures that disperse their negative charge, they are far more stable than their corresponding alkoxide ions. An alkoxide ion can only have one structure drawn, but a carboxylate ion can have two. A molecule or ion has delocalized, or distributed over more than two atoms, valence electrons when two or more structures that differ only in valence electron positions can be drawn for it. The structures are referred to as resonance forms, and the phenomenon is known as resonance.
  • Reactivity: Chemical processes that carboxylic acids go through include esterification, amidation, decarboxylation, and oxidation, which result in the formation of water and carbon dioxide.

Chemical Properties Of Carboxylic Acid

  • Depending on where in the molecule the reaction takes place, the majority of carboxylic acid reactions fall into one of four main classes.
  • Reactions involving the O−H bond: These are the reactions where acidity of carboxylic acid plays an important role; these include acid dissociation and solvolytic reactions.
  • Reactions involving carbonyl group: The majority of these reactions involve a nucleophile (Nu) attacking the carbonyl carbon and cleaving a C−O bond. Esterification, the formation of acyl chloride, and hydride reduction are some examples.
  • Decarboxylation: A chemical process known as decarboxylation releases carbon dioxide and removes a carboxyl group. Decarboxylation is typically used to describe a reaction between carboxylic acids where a carbon atom is removed from a carbon chain. These are the kinds of reactions where the R—C bond is broken in a way that releases CO 2 and forms R—H.
  • Substitution on the R group: Particularly significant are substitutions for halogen or hydrogen at the 2-carbon position.

Carboxylic acids FAQs

Q.1 : Why is acidity found in carboxylic acids?

Ans. According to the definition of an acid as a "substance that donates protons (hydrogen ions) to other things," the hydrogen in the —COOH group is what makes the carboxylic acids acidic. In a water solution, a water molecule receives a hydrogen ion transferred from the —COOH group.

Q.2 : What are the physical properties of carboxylic acids?

Ans. Due to hydrogen bonds between molecules, carboxylic acids have higher boiling points than aldehydes and ketones with similar masses. Because water forms hydrogen bonds, simple aliphatic carboxylic acids dissolve in it. Because the hydrophobic group that binds the carboxyl group to the carbon atom lengthens with the number of carbon atoms in the acid, carbohydrates become less soluble.

Q.3 : Give a few examples of carboxylic acids?

Ans. A few examples of carboxylic acids are: Formic Acid, Acetic Acid, Ascorbic Acid, Oxalic Acid, Lactic Acid, Citric Acid, Acetylsalicylic Acid, etc.

Q.4 : Are carboxylic acids polar?

Ans. Yes, Because two electronegative oxygen atoms are present in carboxylic acid molecules, the molecules are polar. Because they contain both hydroxyl and carbonyl groups (C = O), they also take part in hydrogen bonding.
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