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2-Methylmalonic acid

Updated: 2026-08-04

Overview

2-Methylmalonic acid, also known as methylmalonic acid, is a dicarboxylic acid with the molecular formula C4H6O4. It is a white crystalline powder that is soluble in water and common organic solvents. This compound is primarily used in organic synthesis and as an intermediate in pharmaceutical manufacturing. Its structure includes a methyl group attached to the second carbon of a malonic acid backbone, which influences its reactivity and applications. In biochemical research, 2-methylmalonic acid serves as a model compound for studying metabolic pathways, particularly those involving vitamin B12 deficiency. Its derivatives are also explored in material science for specialized polymer synthesis. The compound is commercially available through chemical suppliers, typically in high-purity grades suitable for laboratory and industrial use.

Physical and Chemical Properties

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2-Methylmalonic acid is characterized by its white crystalline appearance and moderate solubility in polar solvents. It has a melting point of approximately 120-122 °C, which is relatively low for a dicarboxylic acid due to the presence of the methyl group. The compound exhibits typical carboxylic acid behavior, including the ability to form salts and esters. The presence of two carboxyl groups makes it a versatile building block in organic synthesis, enabling reactions such as decarboxylation and condensation. Its pKa values are comparable to other small dicarboxylic acids, making it useful in buffer solutions. The methyl group introduces steric and electronic effects that can influence reaction pathways, providing chemists with additional synthetic control.

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Main Applications

2-Methylmalonic acid finds applications in several key areas. In the pharmaceutical industry, it is used as an intermediate in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals. Its structure allows for the creation of complex molecules through controlled reactions. In biochemical research, the compound is employed to study metabolic disorders, particularly those related to vitamin B12 metabolism. It serves as a biomarker for certain genetic conditions. Additionally, 2-methylmalonic acid is utilized in material science for developing polymers with specific properties, such as biodegradability or enhanced thermal stability. Its derivatives are also explored in agrochemical research for potential applications in crop protection.

Safety and Storage

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2-Methylmalonic acid should be handled with care to avoid potential health hazards. Direct contact with skin or eyes may cause irritation, and inhalation of dust should be avoided. Proper personal protective equipment (PPE), including gloves and safety goggles, is recommended when working with this chemical. Storage conditions are critical to maintaining the compound's stability. It should be kept in a cool, dry place, away from direct sunlight and incompatible materials such as strong oxidizing agents. Containers should be tightly sealed to prevent moisture absorption. In case of spills, neutralization with a mild base followed by thorough cleanup is advised. Always refer to the material safety data sheet (MSDS) for detailed handling and disposal guidelines.

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B2B Procurement Guide

When procuring 2-methylmalonic acid for industrial or laboratory use, several factors should be considered. Purity is a critical parameter, with most applications requiring at least 98% purity. Buyers should verify the CAS number (516-05-2) to ensure they are receiving the correct compound. Bulk quantities often come with cost advantages, so it's advisable to inquire about volume discounts from suppliers. Packaging options, such as drums or smaller containers, should align with usage rates to prevent degradation. Reliable suppliers will provide certificates of analysis (CoA) and comply with relevant regulatory standards. For international shipments, ensure proper documentation and compliance with transportation regulations for hazardous materials if applicable.

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