For chemists engaged in organic synthesis and the development of fine chemicals and pharmaceuticals, understanding the synthesis and reactivity of key intermediates is fundamental. 2-Carboxybenzaldehyde, also known as 2-formylbenzoic acid (CAS 119-67-5), is a compound of significant interest due to its unique bifunctional nature. This article explores the common synthesis routes and the characteristic reactions that make it an invaluable building block. NINGBO INNO PHARMCHEM CO.,LTD. is a dedicated manufacturer and supplier of this important intermediate, offering high-quality material for your research and production needs.

Synthesis of 2-Carboxybenzaldehyde
Several methods exist for synthesizing 2-Carboxybenzaldehyde. A common industrial approach involves the oxidation of suitable precursors. One well-documented method starts with ortho-xylene, which can be oxidized to ortho-toluic acid, and then further functionalized. Another prevalent route involves the functionalization of phthalide or related compounds through bromination followed by hydrolysis, or direct oxidation. For example:

  • Oxidation of Phthalide: Phthalide can be subjected to reaction with bromine and subsequent hydrolysis to yield 2-Carboxybenzaldehyde. This process typically involves careful control of reaction conditions, including temperature and feed rates, to maximize yield and purity.
  • From Ortho-Methylbenzoic Acid: Ortho-methylbenzoic acid can be converted to 2-Carboxybenzaldehyde through various oxidation strategies, often involving specific catalysts and reaction conditions to selectively oxidize the methyl group to an aldehyde.

The efficiency and choice of synthesis route often depend on the availability of starting materials, desired purity levels, and economic considerations. As a manufacturer, we employ optimized processes to ensure consistent production and high-quality output of 2-Carboxybenzaldehyde.

Reactivity and Applications
The dual aldehyde and carboxylic acid functionalities of 2-Carboxybenzaldehyde dictate its rich reactivity:

  • Aldehyde Group Reactions: The aldehyde moiety readily undergoes nucleophilic addition reactions, such as Grignard reactions, Wittig reactions, and Schiff base formation. It can also be oxidized to a carboxylic acid or reduced to an alcohol.
  • Carboxylic Acid Group Reactions: The carboxylic acid function can be esterified, amidated, or converted into acid halides. It can also form salts with bases.
  • Intramolecular Reactions: Due to the ortho positioning of the groups, 2-Carboxybenzaldehyde can readily cyclize under certain conditions to form isocoumarins and related lactone structures, which are important in medicinal chemistry and natural product synthesis.
  • Ugi Reaction: It is a key component in the Ugi four-component reaction, enabling the synthesis of complex organic scaffolds.

These reactions underscore its importance as a versatile intermediate for synthesizing pharmaceuticals, agrochemicals, and specialty organic compounds. When you need to buy 2-Carboxybenzaldehyde or phthalaldehydic acid for your synthesis projects, choosing a reliable supplier like NINGBO INNO PHARMCHEM CO.,LTD. ensures access to a high-quality, well-characterized material.

We are committed to providing consistent quality and reliable supply. Contact us to learn more about the synthesis and applications of 2-Carboxybenzaldehyde (CAS 119-67-5) and to request a quote for your bulk requirements.