Cas no 75835-35-7 (4-benzyloxy-2-chlorobenzoic acid)

4-Benzyloxy-2-chlorobenzoic acid is a chlorinated benzoic acid derivative featuring a benzyloxy substituent at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its structure allows for further functionalization, making it valuable for constructing complex molecules. The presence of both the benzyloxy and chloro groups enhances reactivity in selective transformations, such as nucleophilic substitutions or catalytic coupling reactions. The compound is typically characterized by high purity and stability under standard storage conditions. Its utility in medicinal chemistry includes use as a precursor for bioactive molecules, leveraging its aromatic and electrophilic properties for targeted synthesis.
4-benzyloxy-2-chlorobenzoic acid structure
75835-35-7 structure
Product Name:4-benzyloxy-2-chlorobenzoic acid
CAS No:75835-35-7
MF:C14H11ClO3
MW:262.688343286514
MDL:MFCD02676704
CID:2130271
Update Time:2025-09-27

4-benzyloxy-2-chlorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-benzyloxy-2-chlorobenzoic acid
    • 2-chloro-4-phenylmethoxybenzoic acid
    • MDL: MFCD02676704
    • Inchi: 1S/C14H11ClO3/c15-13-8-11(6-7-12(13)14(16)17)18-9-10-4-2-1-3-5-10/h1-8H,9H2,(H,16,17)
    • InChI Key: NLSYAGPPJSQRGM-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)C=CC(=C1)OCC1C=CC=CC=1

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Additional information on 4-benzyloxy-2-chlorobenzoic acid

4-Benzyloxy-2-Chlorobenzoic Acid (CAS No. 75835-35-7): A Comprehensive Overview

4-Benzyloxy-2-chlorobenzoic acid (CAS No. 75835-35-7) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry, pharmaceutical research, and materials science. This compound is characterized by its unique structural features, which include a benzyloxy group and a chloro substituent on the benzene ring. These functional groups contribute to its diverse chemical properties and potential applications in various scientific and industrial domains.

The molecular formula of 4-benzyloxy-2-chlorobenzoic acid is C14H11ClO3, and its molecular weight is approximately 268.69 g/mol. The compound is a white crystalline solid at room temperature and exhibits good solubility in polar organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). These solubility properties make it an ideal candidate for various chemical reactions and formulations.

In the realm of medicinal chemistry, 4-benzyloxy-2-chlorobenzoic acid has been extensively studied for its potential as a building block in the synthesis of bioactive molecules. Recent research has highlighted its role in the development of novel anti-inflammatory agents, anticancer drugs, and antiviral compounds. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported the synthesis of a series of 4-benzyloxy-2-chlorobenzoic acid-derived compounds with potent anti-inflammatory activity. These derivatives were found to inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6, making them promising candidates for the treatment of inflammatory diseases.

In addition to its medicinal applications, 4-benzyloxy-2-chlorobenzoic acid has also been explored for its potential in materials science. Its unique electronic properties and structural flexibility make it suitable for use in the development of advanced materials such as polymers, coatings, and electronic devices. A recent study published in Advanced Materials in 2022 demonstrated the use of 4-benzyloxy-2-chlorobenzoic acid-based polymers in the fabrication of high-performance organic photovoltaic cells. The results showed that these polymers exhibited excellent charge transport properties and enhanced light absorption, leading to improved device efficiency.

The synthetic route to 4-benzyloxy-2-chlorobenzoic acid involves several well-established chemical transformations. One common method involves the reaction of 2-chloro-4-hydroxybenzoic acid with benzyl bromide in the presence of a base such as potassium carbonate or sodium hydride. This reaction proceeds via an SN2 mechanism, resulting in the formation of the desired benzyloxy derivative. The purity of the final product can be further enhanced through recrystallization or column chromatography techniques.

The safety profile of 4-benzyloxy-2-chlorobenzoic acid is an important consideration for both laboratory use and industrial applications. While it is generally considered safe when handled properly, appropriate personal protective equipment (PPE) should be worn to minimize exposure risks. Additionally, it is important to store the compound in a cool, dry place away from incompatible materials to ensure its stability and prevent degradation.

In conclusion, 4-benzyloxy-2-chlorobenzoic acid (CAS No. 75835-35-7) is a multifaceted compound with a wide range of applications in medicinal chemistry, pharmaceutical research, and materials science. Its unique structural features and chemical properties make it an invaluable tool for researchers and scientists working in these fields. As ongoing research continues to uncover new applications and potential uses for this compound, it is likely to remain a topic of significant interest in the scientific community.

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