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2'-Hydroxyacetophenone

Updated: 2026-07-15

Overview

2'-Hydroxyacetophenone is an organic compound belonging to the class of aromatic ketones. It features a hydroxyl group (-OH) attached to the benzene ring, making it a versatile intermediate in chemical synthesis. This compound is widely utilized in the pharmaceutical and fragrance industries due to its reactive ketone and hydroxyl functional groups. Its synthesis typically involves the Friedel-Crafts acylation of phenol with acetic anhydride or acetyl chloride. The resulting product is a pale yellow to white crystalline powder with a characteristic aromatic odor. Its reactivity and stability under standard conditions make it a valuable building block for more complex molecules.

Physical and Chemical Properties

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2'-Hydroxyacetophenone exhibits typical properties of aromatic ketones, including moderate solubility in organic solvents like ethanol and ether but limited solubility in water. Its melting point ranges between 85-87 °C, and it boils at 218-220 °C under standard atmospheric pressure. The compound's density is approximately 1.13 g/cm³, and it is stable under normal storage conditions. The presence of both a ketone and a hydroxyl group in the ortho position allows for various chemical reactions, such as esterification, oxidation, and condensation. These properties make it a useful intermediate in organic synthesis, particularly in the production of pharmaceuticals and fragrances.

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Main Applications

2'-Hydroxyacetophenone serves as a key intermediate in the synthesis of pharmaceuticals, including anti-inflammatory and analgesic drugs. Its aromatic structure and functional groups enable it to act as a precursor for more complex molecules. Additionally, it is employed in the fragrance industry to produce floral and fruity scents. Another significant application is in the production of UV stabilizers for plastics and coatings. The compound's ability to absorb ultraviolet light makes it valuable in protecting materials from degradation caused by sunlight exposure. Its versatility and reactivity ensure its continued use across multiple industries.

Safety and Storage

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2'-Hydroxyacetophenone is classified as an irritant, posing risks to skin and eyes upon contact. Proper handling requires the use of personal protective equipment (PPE), including gloves and safety goggles. Adequate ventilation is essential to minimize inhalation exposure. Storage should be in a cool, dry place, away from direct sunlight and oxidizing agents. The compound is relatively stable but may degrade if exposed to extreme conditions. Containers should be tightly sealed to prevent moisture absorption and contamination. Disposal must comply with local environmental regulations to avoid ecological harm.

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B2B Procurement Guide

When procuring 2'-Hydroxyacetophenone, prioritize suppliers who provide detailed certificates of analysis (CoA) to ensure product purity and quality. Verify compliance with international standards such as REACH or USP, depending on the intended application. Bulk purchases may offer cost advantages, but storage capacity and shelf life should be considered. Evaluate suppliers based on their track record, production capacity, and ability to meet regulatory requirements. Transparent communication regarding lead times, packaging options, and transportation conditions is crucial. For pharmaceutical-grade material, additional documentation, such as stability studies, may be necessary.

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