2,6-Dihydroxybenzaldehyde
[CAS# 387-46-2]

Identification

• Classification: Organic raw materials >> Aldehyde
• Name: 2,6-Dihydroxybenzaldehyde
• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12
• CAS Registry Number: 387-46-2
• EC Number: 812-673-5
• SMILES: C1=CC(=C(C(=C1)O)C=O)O

Properties

• Density: 1.409
• Melting point: 154-155 ºC
• Boiling point: 223 ºC
• Flash point: 103 ºC

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H315-H318-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P273-P280-P302+P352-P304+P340-P305+P354+P338-P317-P319-P321-P332+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Serious eye damage	Eye Dam.	1	H318

Discovory and Applicatios

2,6-Dihydroxybenzaldehyde, also known as 2,6-dihydroxybenzaldehyde or 2,6-dihydroxybenzyl aldehyde, is an aromatic organic compound with the formula C₇H₆O₄. It features a benzene ring with two hydroxyl groups and an aldehyde group positioned meta to each other. This structural arrangement imparts unique properties and reactivity to the compound, making it an important substance in organic chemistry and various industrial applications.

The discovery of 2,6-dihydroxybenzaldehyde can be traced back to early investigations into the chemistry of substituted benzaldehydes. Chemists exploring the reactivity of aromatic aldehydes found that introducing hydroxyl groups at the 2 and 6 positions of the benzene ring influenced both the chemical behavior and potential applications of the compound. Its synthesis typically involves the hydroxylation of meta-dialdehydes or related benzaldehyde derivatives, followed by specific reaction conditions to achieve the desired dihydroxy substitution pattern.

In terms of applications, 2,6-dihydroxybenzaldehyde is valuable in several areas. Its role as an intermediate in organic synthesis is significant due to its ability to participate in various chemical reactions. The compound serves as a precursor for synthesizing more complex molecules and is used in the production of dyes and pigments. Its reactivity allows for the creation of diverse derivatives with tailored properties for specific applications.

The compound's biological properties also contribute to its importance. Research has indicated that 2,6-dihydroxybenzaldehyde exhibits antioxidant and antimicrobial activities. The presence of hydroxyl groups enhances its ability to neutralize free radicals and interact with biological systems, making it of interest in the development of pharmaceutical agents and health supplements. Studies have explored its potential in treating oxidative stress-related conditions and infections.

Moreover, 2,6-dihydroxybenzaldehyde finds use in analytical chemistry. It is employed as a reagent in various assays and analytical procedures due to its ability to form stable complexes with metal ions. This property makes it useful in detecting and quantifying metals in different samples.

Overall, 2,6-dihydroxybenzaldehyde is a compound of significant interest in organic chemistry and industrial applications. Its unique chemical structure and reactivity offer opportunities for diverse uses, ranging from synthesis and analysis to medicinal chemistry. Its continued study and application contribute to advancements in both research and practical fields.