Chemical Properties and Synthesis of 2-Bromo-5-hydroxybenzaldehyde
Understanding the detailed chemical properties and effective synthesis methods for key intermediates is fundamental to advancing pharmaceutical research and development. 2-Bromo-5-hydroxybenzaldehyde (CAS: 2973-80-0) is one such compound, recognized for its utility as a precursor in the synthesis of various pharmaceutical agents. This article explores its physical and chemical characteristics, alongside common synthetic approaches.
Physically, 2-Bromo-5-hydroxybenzaldehyde presents as a powder, typically ranging in color from white to yellow or brown. Its melting point is documented to be between 130-135°C, indicating a stable solid form under standard conditions. The boiling point is around 286.7°C, and it has a flash point of approximately 127.2°C, which are important safety and handling considerations for chemical manufacturing. Solubility data suggests it is soluble in common organic solvents like chloroform, dichloromethane, and ethyl acetate.
Chemically, 2-Bromo-5-hydroxybenzaldehyde is an aromatic aldehyde substituted with a bromine atom and a hydroxyl group. This functional group arrangement makes it highly reactive and amenable to a variety of chemical transformations, which is precisely why it is so valued in organic synthesis. The presence of the aldehyde group allows for reactions such as oxidation, reduction, and condensation, while the hydroxyl group can undergo esterification or etherification. The bromine atom is also a point of potential functionalization through reactions like cross-coupling.
The synthesis of 2-Bromo-5-hydroxybenzaldehyde often begins with a precursor like 3-hydroxybenzaldehyde. A common method involves the direct bromination of 3-hydroxybenzaldehyde using bromine in a suitable solvent, such as dichloromethane. The reaction is typically carried out under controlled temperature conditions to manage selectivity and yield. Following the reaction, purification steps, including filtration and drying, are employed to obtain the desired product.
Another synthetic approach involves the demethylation of 2-bromo-5-methoxybenzaldehyde. This route leverages established organic chemistry principles to convert a methoxy group into a hydroxyl group, yielding the target compound.
For manufacturers and researchers, sourcing high-purity 2-Bromo-5-hydroxybenzaldehyde is crucial. Companies like NINGBO INNO PHARMCHEM CO.,LTD. specialize in providing such intermediates, ensuring they meet the strict specifications required for pharmaceutical applications. The ability to buy this compound from a reliable manufacturer facilitates seamless integration into complex synthesis workflows.
In essence, the chemical properties and established synthesis routes of 2-Bromo-5-hydroxybenzaldehyde solidify its position as an indispensable intermediate in the fine chemical and pharmaceutical industries. Its predictable reactivity and the availability of efficient synthesis methods make it a go-to compound for drug development projects, particularly in areas like dermatological treatments and anti-inflammatory research.
Physically, 2-Bromo-5-hydroxybenzaldehyde presents as a powder, typically ranging in color from white to yellow or brown. Its melting point is documented to be between 130-135°C, indicating a stable solid form under standard conditions. The boiling point is around 286.7°C, and it has a flash point of approximately 127.2°C, which are important safety and handling considerations for chemical manufacturing. Solubility data suggests it is soluble in common organic solvents like chloroform, dichloromethane, and ethyl acetate.
Chemically, 2-Bromo-5-hydroxybenzaldehyde is an aromatic aldehyde substituted with a bromine atom and a hydroxyl group. This functional group arrangement makes it highly reactive and amenable to a variety of chemical transformations, which is precisely why it is so valued in organic synthesis. The presence of the aldehyde group allows for reactions such as oxidation, reduction, and condensation, while the hydroxyl group can undergo esterification or etherification. The bromine atom is also a point of potential functionalization through reactions like cross-coupling.
The synthesis of 2-Bromo-5-hydroxybenzaldehyde often begins with a precursor like 3-hydroxybenzaldehyde. A common method involves the direct bromination of 3-hydroxybenzaldehyde using bromine in a suitable solvent, such as dichloromethane. The reaction is typically carried out under controlled temperature conditions to manage selectivity and yield. Following the reaction, purification steps, including filtration and drying, are employed to obtain the desired product.
Another synthetic approach involves the demethylation of 2-bromo-5-methoxybenzaldehyde. This route leverages established organic chemistry principles to convert a methoxy group into a hydroxyl group, yielding the target compound.
For manufacturers and researchers, sourcing high-purity 2-Bromo-5-hydroxybenzaldehyde is crucial. Companies like NINGBO INNO PHARMCHEM CO.,LTD. specialize in providing such intermediates, ensuring they meet the strict specifications required for pharmaceutical applications. The ability to buy this compound from a reliable manufacturer facilitates seamless integration into complex synthesis workflows.
In essence, the chemical properties and established synthesis routes of 2-Bromo-5-hydroxybenzaldehyde solidify its position as an indispensable intermediate in the fine chemical and pharmaceutical industries. Its predictable reactivity and the availability of efficient synthesis methods make it a go-to compound for drug development projects, particularly in areas like dermatological treatments and anti-inflammatory research.
Perspectives & Insights
Bio Analyst 88
“2-Bromo-5-hydroxybenzaldehyde (CAS: 2973-80-0) is one such compound, recognized for its utility as a precursor in the synthesis of various pharmaceutical agents.”
Nano Seeker Pro
“This article explores its physical and chemical characteristics, alongside common synthetic approaches.”
Data Reader 7
“Physically, 2-Bromo-5-hydroxybenzaldehyde presents as a powder, typically ranging in color from white to yellow or brown.”