• 1. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 2. An Appraisal of pH triggered Bacitracin drug release, through composite hydrogel systems
  RabailGul,MariamMir,MurtazaNAli
• 3. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388
• 4. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
• 5. An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis?
  Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes

2,3-Dichloro-4-hydroxybenzaldehyde: A Comprehensive Overview

The compound 2,3-Dichloro-4-hydroxybenzaldehyde, identified by the CAS number 16861-22-6, is a significant aromatic aldehyde with a unique structure that combines chlorine atoms and a hydroxyl group. This compound has garnered attention in various scientific domains due to its versatile properties and potential applications. In this article, we will delve into its structural characteristics, chemical properties, synthesis methods, and recent advancements in its utilization across different fields.

2,3-Dichloro-4-hydroxybenzaldehyde is an aromatic aldehyde with a benzene ring substituted by two chlorine atoms at positions 2 and 3 and a hydroxyl group at position 4. This substitution pattern imparts unique electronic and steric properties to the molecule. The presence of chlorine atoms introduces electron-withdrawing effects, which can influence the reactivity of the aldehyde group. The hydroxyl group at position 4 adds hydrophilic properties, making the compound potentially useful in various chemical reactions and applications.

Recent studies have highlighted the importance of 2,3-Dichloro-4-hydroxybenzaldehyde in the field of organic synthesis. Its ability to undergo various condensation reactions, such as the Perkin reaction and Cannizzaro reaction, has made it a valuable precursor for synthesizing more complex aromatic compounds. Researchers have also explored its role in the synthesis of heterocyclic compounds, which are widely used in pharmaceuticals and agrochemicals.

In terms of chemical properties, 2,3-Dichloro-4-hydroxybenzaldehyde exhibits moderate solubility in common organic solvents due to the balance between its hydrophilic hydroxyl group and hydrophobic aromatic ring. Its melting point is around 150°C, making it suitable for use in thermal reactions without decomposition. The compound is also relatively stable under normal storage conditions but may degrade under strong acidic or basic conditions.

The synthesis of 2,3-Dichloro-4-hydroxybenzaldehyde typically involves multi-step processes starting from chlorobenzene derivatives. One common method involves the chlorination of 4-hydroxybenzaldehyde followed by further substitution reactions to introduce the second chlorine atom. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, reducing production costs and minimizing environmental impact.

2,3-Dichloro-4-hydroxybenzaldehyde has found applications in several industries. In pharmaceuticals, it serves as an intermediate for synthesizing bioactive compounds with potential anti-inflammatory and antioxidant properties. In materials science, it has been used as a building block for developing advanced polymers with tailored electronic properties. Additionally, its role in agrochemicals has been explored for developing pesticides with enhanced efficacy against various pests.

In recent years, researchers have focused on understanding the environmental fate and toxicity of 2,3-Dichloro-4-hydroxybenzaldehyde. Studies indicate that it undergoes biodegradation under aerobic conditions but may persist in certain environmental compartments if not properly managed. Efforts are underway to develop eco-friendly synthesis methods and waste management strategies to mitigate its environmental impact.

The versatility of 2,3-Dichloro-4-hydroxybenzaldehyde continues to drive innovation across multiple disciplines. Its unique combination of functional groups makes it a valuable compound for both academic research and industrial applications. As new research emerges, we can expect further discoveries that will expand our understanding of this compound's potential.

• 56962-11-9(2-Chloro-4-hydroxybenzaldehyde)
• 27164-09-6(3,6-dichloro-2-hydroxybenzaldehyde)
• 56962-10-8(2-chloro-3-hydroxy-Benzaldehyde)
• 60964-09-2(2,6-Dichloro-4-hydroxybenzaldehyde)
• 56962-14-2(2,6-dichloro-3-hydroxybenzaldehyde)
• 56962-13-1(2,4-Dichloro-3-hydroxybenzaldehyde)
• 125001-04-9(Benzaldehyde, 2,3-dichloro-4,5-dihydroxy- (9CI))
• 152354-09-1(Benzaldehyde,2,5-dichloro-3,4-dihydroxy-)
• 156574-82-2(Benzaldehyde,2,6-dichloro-3,4-dihydroxy-)
• 62609-00-1(Phenol, dichloro-4-methyl-)