Dichloroacetic Acid Formula: Structure, Properties & Uses

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Dichloroacetic acid (DCA) is an organochlorine chemical that is a white crystalline solid with a chlorine odour. Bichloracetic acid, Dichloroacetic acid, and Dichloroacetate are some of the other names for it. Dichloroacetic acid is employed as a fungicide, a topical astringent, and a chemical intermediary in the production of organic compounds. Dichloroacetic acid is found in drinking water and swimming pools as a by-product for disinfecting. Salts and esters of dichloroacetate have a variety of uses. The salts of DCA block the enzyme pyruvate dehydrogenase kinase and the researcher looks into them as possible medicines.

Read More: Concepts in Chemistry

Key Takeaways: Dichloroacetic Acid, Ester, Enzymes, Molecular Formula, Linear formula, Organochlorine.


Formula and Structure of Dichloroacetic Acid

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  • The molecular formula of Dichloroacetic acid is C2H2Cl2O2.
  • The linear formula of Dichloroacetic acid is CHCl2COOH.
  • The code of Simplified molecular-input line-entry system (Smiles) in Dichloroacetic Acid is C(C(=O)O)(Cl)Cl.

Structure of Dichloroacetic acid

Structure of Dichloroacetic acid

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Properties of Dichloroacetic Acid

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  • The IUPAC name of Dichloroacetic acid is 2,2-dichloroacetic acid. 
  • The molecular mass of Dichloroacetic acid is 128.94 g/mol.
  • Usually, the melting and boiling point of Dichloroacetic acid is 9 to 110C and 1940C.
  • The Density is Dichloroacetic acid 1.563 g/cm³.
  • Solubility of Dichloroacetic acid is miscible in water, ethanol, and diethyl ether.
  • It's a colourless, solid substance with a pungent stench that mixes quickly with water and corrodes metals and tissues.

Dichloroacetic acid

Dichloroacetic acid

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Characteristics of Dichloroacetic Acid

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  • Dichloroacetic Acid is an analog of acetic acid where two of the three hydrogen atoms in the methyl group are swapped by chlorine atoms.
  • The hydrogen bond giver and recipient have values of 1 and 2 correspondingly, and the rotatable bond count is 1.

Read More: Carbonyl Compound


Occurrence of Dichloroacetic Acid

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It can be found in nature in the seaweed asparagus taxiformis. It also functions as an astringent and as a marine metabolite. It is also an organochlorine chemical and a monocarboxylic acid. It is the conjugate acid of dichloroacetate and can be made from acetic acid.

Seaweed

Seaweed

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Health and Safety Concern

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  • When Dichloroacetic acid users inhale fumes or come into direct touch with their skin. Fumes, drinking water, swimming pools, and cutaneous contact may further contaminate the general public. Furthermore, some patients came into touch with dichloroacetic acid-containing drugs.
  • Dichloroacetic acid is a Highly reactive Toxin that can cause serious damage to the skin, blisters, and perhaps even lead to permanent vision problems. 
  • Dichloroacetic Acid can affect the nasal passages when inhaled. Dichloroacetic Acid can damage the lungs and cause wheezing and/or breathlessness when inhaled.
  • Postmenopausal research in women looked at the link between kidney cancer and attention to dichloroacetic acid or other disinfectant by-products.
  • It produces significant eye discomfort in lab animals. 
  • Scientists have discovered that it damages the lungs, liver, pancreas, kidneys, brain, and other organs in lab experiments on laboratory animals given relatively low oral dosages over time.

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Uses of Dichloroacetic Acid

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  • Dichloroacetic acid can be used to treat cardiac weakness after ischemic relief.
  • It has been discovered that using DCA slows the formation of various tumours in mammals and in vitro experiments.
  • By binding ribosome receptor sites, DCA can also be utilised to limit bacterial protein production.
  • Both DCA and TCA are used for beauty treatments such as tattoo removal and chemical peels.
  • Dichloroacetic acid is beneficial in improving patient outcomes in infants with hereditary lactic acidosis.

Helps in the treatment of Cancer

Helps in the treatment of Cancer

  • Skin damages such as tanning, itchy skin, patchy skin, acne problems.
  • Permanent eyesight loss.
  • Eye damages such as irritation, itching, and watery eyes.
  • Respiratory problems such as discomfort in the nose, throat, lungs, and nasal passage. 
  • Intaking Dichloroacetic acid may lead to damage to the lungs, liver, pancreas, kidneys, and brain.

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Things to Remember

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  • The molecular formula of Dichloroacetic acid is C2H2Cl2O2.
  • The linear formula of Dichloroacetic acid is CHCl2COOH.
  • The code of Smiles in Dichloroacetic Acid is C(C(=O)O)(Cl)Cl.
  • IUPAC name 2,2-dichloroacetic acid
  • Density 1.563 g/cm3.
  • Molecular Mass 128.94 g/mol.
  • Dichloroacetic Acid is an acetic acid homolog. Chlorine atoms replace two of the three hydrogen atoms in the methyl group. The rotatable bond count is 1, and the hydrogen bond donor and recipient have values of 1 and 2 respectively.

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Sample Questions

Ques: What are the other names of Dichloroacetic acid? (2 mark)

Ans: Bichloracetic acid, Dichloracetic acid, and Dichloroacetate 

Ques: What is the appearance of dichloroacetic acid? (2 mark)

Ans: It's a colourless, solid substance with a pungent stench that mixes quickly with water and corrodes metals and tissues.

Ques: Dichloroacetic acid is soluble? (2 mark)

Ans: Solubility of Dichloroacetic acid is miscible in water, ethanol, and diethyl ether.

Ques: What is the neutralisation enthalpy for a strong acid and a strong base that forms 3 moles of water? (3 mark)

Ans: 57.623 kJ - It is a specific instance of reaction enthalpy. It is defined as the amount of energy released when one mole of water is formed. For a strong acid and base, the typical enthalpy change of neutralisation is 57.62kJ/mol. Because 3 moles of water are produced, the neutralisation enthalpy is (57.623 kJ).

Ques: What are the uses of Dichloroacetic acid? (3 mark)

Ans: The uses of Dichloroacetic acid are:

  • DCA can reduce the growth of tumours.
  • Limit bacterial growth in industries and factories. 
  • DCA will remove the tattoo and chemical peels.
  • DCA will help in heart failure.

Ques: Why is dichloroacetic acid a stronger acid than acetic acid? (3 mark)

Ans: Inductive effect, Because it contains two electron-withdrawing chloro groups (I displaying group), dichloro acetic acid is more acidic than acetic acid (+I showing CH3 group).

Ques: From where did dichloroacetic acid occur? (3 mark)

Ans: It can be found in nature in the seaweed asparagus taxiformis. It also functions as an astringent and as a marine metabolite. It's also an organochlorine chemical and a monocarboxylic acid. It is the conjugate acid of dichloroacetate and can be made from acetic acid.

Ques: What is the medical use of dichloroacetic acid? (5 mark)

Ans: The medical use of dichloroacetic acid are:

  • DCA was beneficial in improving patient outcomes in infants with hereditary lactic acidosis.
  • Both DCA and TCA are used for beauty treatments such as tattoo removal and chemical peels.
  • It has been discovered that using DCA slows the formation of various tumours in mammals and in vitro experiments.

Ques: Structure and formula of dichloroacetic acid. (5 mark)

Ans: 

Structure and formula of dichloroacetic acid

  • The molecular formula of Dichloroacetic acid is C2H2Cl2O2.
  • The linear formula of Dichloroacetic acid is CHCl2COOH.
  • The code of Smiles in Dichloroacetic Acid is C(C(=O)O)(Cl)Cl.

Ques: What are the properties of Dichloroacetic acid? (5 mark)

Ans: The properties of Dichloroacetic acid are as follow:

  • The IUPAC name of Dichloroacetic acid is 2,2-dichloroacetic acid. 
  • The molecular mass of Dichloroacetic acid is 128.94 g/mol.
  • Usually, the melting and boiling point of Dichloroacetic acid is 9 to 110C and 1940C.
  • The Density is Dichloroacetic acid 1.563 g/cm3.
  • Solubility of Dichloroacetic acid is miscible in water, ethanol, and diethyl ether.
  • It's a colourless, solid substance with a pungent stench that mixes quickly with water and corrodes metals and tissues.

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