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2-Chloro Phenyl Acetic Acid

2-Chloro Phenyl Acetic Acid, also known as o-Chloro Phenyl Acetic Acid or 2-Chlorobenzeneacetic Acid, has the chemical formula C8H7ClO2. It belongs to the class of organic compounds known as phenylacetic acids and is a white to light yellow crystalline solid at room temperature. The compound can also be referred to as 2 chlorophenyl acetic acid, a commonly used term in organic and industrial chemistry. This compound shares structural similarity with 2 phenyl acetic acid and 2 phenylethanoic acid, with the addition of a chlorine atom at the ortho position on the benzene ring, creating a more reactive chlorophenyl structure.
The compound is sparingly soluble in water but readily dissolves in organic solvents like ethanol, methanol, and acetone. It decomposes at higher temperatures. This solubility behavior is typical of compounds featuring a chlorophenyl formula, and its functional group reactivity allows for multiple synthetic applications in pharmaceuticals and agrochemicals.

Chemical Formula and Properties:

  • Chemical Formula: C8H7ClO2
  • CAS No: 2444-36-2
  • EC No: 219-480-0
  • Melting Range: 92°C - 95°C
  • Boiling Point: 145°C
  • Purity: Minimum 99.00% (by GC)
  • Moisture: Maximum 0.50%

Packaging: The product is packaged as 50 kg net weight in HDPE woven bags with polyliner.

The phenyl acetic acid structure in 2-Chloro Phenyl Acetic Acid allows it to function as an intermediate in a wide range of chemical reactions. Its chloro phenyl substitution enhances the compound’s electrophilic character, making it suitable for complex organic transformations.

Application

2-Chloro Phenyl Acetic Acid is widely used in the agrochemical sector for the production of plant growth regulators, specifically auxins. Auxins play a vital role in plant growth and development, controlling processes such as cell elongation and differentiation. Indole-3-acetic acid (IAA) and 1-naphthaleneacetic acid (NAA) are two prominent auxins derived from 2-CPAA, used to promote root development, induce rooting in cuttings, and enhance fruit setting.
Thanks to its chlorophenyl structure, this compound enables the formation of advanced derivatives with enhanced plant-regulating efficacy. The presence of the 2 chloro phenyl acetic acid core makes it ideal for developing long-lasting auxin analogs in modern agrochemical research.

The pharmaceutical industry is one of the primary consumers of 2-Chloro Phenyl Acetic Acid. It serves as a crucial intermediate in the synthesis of various drugs, including non-steroidal anti-inflammatory drugs (NSAIDs), analgesics, and antibiotics. The chloro group on the phenyl ring allows for selective functionalization and coupling reactions, enabling the production of a diverse range of drug molecules. Additionally, 2-CPAA is utilized in the synthesis of penicillin-based antibiotics.
Due to its resemblance to phenyl acetic acid and enhanced reactivity from the chloro phenyl group, it finds use in the synthesis of drug scaffolds where the phenyl acetic acid structure is modified for improved pharmacokinetics. Its precise chlorophenyl formula enables substitution and side-chain manipulation essential in the creation of novel pharmaceutical ingredients.

As a versatile chemical intermediate, 2-Chloro Phenyl Acetic Acid serves as a building block in various organic synthesis routes. It participates in reactions such as esterification, amidation, and substitution reactions, leading to the production of specialty chemicals and compounds used in diverse industrial applications.
The 2 chlorophenyl acetic acid backbone is a preferred choice in intermediate chemistry because of its predictable behavior under various reaction conditions. Chemists also explore derivatives of 2 phenyl acetic acid to compare reaction profiles with their chlorinated counterparts for improved yields and selectivity.

2-CPAA is an essential reagent in laboratory research, particularly in organic chemistry. It is employed in the development of new chemical transformations and the synthesis of complex organic molecules. Its unique chemical properties and availability in high purity make it a valuable tool for scientists exploring novel chemical reactions and pharmaceutical synthesis.
In experimental chemistry, the chlorophenyl structure of 2-CPAA offers a reactive handle for advanced molecule building. It is often studied alongside 2 phenylethanoic acid and standard phenyl acetic acid derivatives to better understand reaction outcomes across varied aromatic substitutions.

This compound finds applications in the pharmaceutical industry, where it is used as an intermediate in the synthesis of certain drugs and pharmaceuticals. It can also serve as a precursor for the preparation of other chemical compounds.

Like its hydroxyl counterpart, 2-Chloro Phenyl Acetic Acid is employed as an intermediate in pharmaceutical synthesis. Additionally, it is used in the production of agrochemicals, specifically auxins, which play a crucial role in plant growth regulation and development.

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Conclusion

2-Chloro Phenyl Acetic Acid (2-CPAA) is a crucial compound with a broad range of applications in the pharmaceutical, agricultural, and chemical industries. Its ability to act as a key intermediate in drug synthesis and agrochemical production makes it a sought-after compound. With ongoing advancements in synthetic chemistry, the applications of 2-CPAA are likely to expand further, contributing to advancements in various industries and scientific research.