malonic acid CAS 141-82-2, malonic acid, CAS 141-82-2
Malonic acid, also known as dicarboxylic acid, carotenic acid, malic acid and betainic acid, is an organic compound with multiple chemical properties. It has three crystal forms, two of which are triclinic and one is monoclinic. The triclinic white crystal formed by the crystallization of ethanol.
141-82-2
C3H4O4
104.06
205-503-0
Chemical Name | Malonic acid |
Other Name | Methanedicarboxylic acid; Carrot acid; Malic acid; Betaine acid |
CAS | 141-82-2 |
EINECS | 205-503-0 |
Type | Pharmaceutical raw materials; Organic raw materials; Plant extracts; Pharmaceutical, pesticide and dye intermediates |
Molecular Formula | C3H4O4 |
Molecular Weight | 104.06 |
Melting point | 132-135 °C (dec.) (lit.) |
Boiling point | 140℃(decomposition) |
density | 1.619 g/cm3 at 25 °C |
vapor pressure | 0-0.2Pa at 25℃ |
refractive index | 1.4780 |
Fp | 157°C |
storage temp. | Sealed in dry,Room Temperature |
solubility | 1 M NaOH: soluble100mg/mL, clear to slightly hazy, colorless to faintly yellow |
form | Liquid |
pka | 2.83(at 25℃) |
color | White |
PH | 3.17(1 mM solution);2.5(10 mM solution);1.94(100 mM solution) |
Water Solubility | 1400 g/L (20 ºC) |
Malonic acid, also known as dicarboxylic acid, carotenic acid, malic acid and betainic acid, is an organic compound with multiple chemical properties. It has three crystal forms, two of which are triclinic and one is monoclinic. The triclinic white crystal formed by the crystallization of ethanol. Its relative molecular weight is 104.06, the relative density is 1.631 (at 15°C), the melting point is 135.6 °C, and it decomposes into acetic acid and carbon dioxide at 140 °C. Under a vacuum of 1.067×10 ³ to 1.333×10 ³ Pa, it does not decompose but sublimates directly. This substance is insoluble in benzene, but has a certain solubility in solvents such as water, ethanol and ether. In addition, it also has some special chemical reactivity. For instance, it can decompose into formic acid and carbon dioxide when encountering potassium permanganate.
Malonic acid is a diacid and has typical diacid reactivity. For instance, its methylene group is active and can undergo reactions such as addition, alkylation, amination and halogenation; The two carboxyl groups are very close to each other and can dehydrate. It can be esterified with alcohols; Heating decarburization Condensation with carbonyl compounds; And compounds containing active double bonds were added. These characteristics make malonic acid have extensive application value in the field of organic synthesis.
When all the hydroxyl groups in the two carboxyl groups of malonic acid are replaced by ethoxy groups, the compound diethyl malonate is formed. This is an important organic synthesis raw material, used in the synthesis of dyes and drugs. Because the molecule contains an active methylene group, it can first react with sodium alcohol to form sodium malonate, and then react with various active halides to generate substituted sodium malonate. After losing the carboxyl group through hydrolysis, various monobasic and dibasic carboxylic acids as well as other keto acids can also be produced. For example, the reaction of substituted malonate with urea can produce the commonly used hypnotic drug barbiturate.
Since malonic acid generates carbon dioxide and water when heated, there is no pollution problem, so it can be directly used as an aluminum surface treatment agent. It is also the raw material for the production of the fungicide Fuji No. 1 and the herbicide Kusaida. The pharmaceutical industry uses malonic acid to prepare diuretics (such as sulfamethoxazole), anti-inflammatory drugs (such as oxybenzoone), and sedatives (such as bromomethyllotinoxate). In addition, malonic acid and its esters are also widely used as pharmaceutical intermediates, such as barbiturates, vitamin B1 and B6, etc. Malonate esters are often used in organic synthesis and also serve as adhesives, fragrances, resin additives, electroplating polishing agents, soldering fluxes, etc.
Malonic acid, an organic compound that plays multiple roles in the chemical world, has an astonishing wide range of applications. In daily life, it mainly serves as a pharmaceutical intermediate, providing crucial support for the synthesis of numerous drugs. Meanwhile, it also delves into multiple fields such as fragrances, adhesives, resin additives and electroplating polishing agents, demonstrating its versatility and practicality.
In the field of medicine, malonic acid and its ester compounds are indispensable. They are involved in the synthesis process of important drugs such as barbiturates, vitamin B1 and vitamin B2, and have made tremendous contributions to the cause of human health. These drugs play a significant role in treating neurological diseases and improving metabolism, among others, and malonic acid and its esters play the role of "behind-the-scenes heroes" in this process.
In agriculture, malonic acid and its esters have also demonstrated their unique value. They are important intermediates of plant growth regulators (such as indole esters), and by precisely regulating the growth and development processes of plants, they contribute to the sustainable development of agricultural production. This not only increases the yield and quality of crops, but also brings tangible economic benefits to farmers.
In the chemical industry, malonic acid stands out with its unique properties. As a highly competitive aluminum surface treatment agent, it decomposes into acetic acid and water through heating. This process is not only highly efficient and environmentally friendly but also significantly enhances the anti-corrosion performance of the metal surface. Compared with traditional acidic treatment agents such as formic acid, malonic acid generates fewer by-products during the treatment process and causes less pollution to the environment. Therefore, it has received extensive attention and high praise from the industry.
In addition, in the field of food processing, malonic acid and its esters also play a crucial role. As part of food additives, they can effectively improve the flavor and texture of food, bringing consumers a more pleasant eating experience. Meanwhile, the use of these compounds in food strictly adheres to relevant national laws, regulations and standards, ensuring the safety and reliability of the food.
In conclusion, malonic acid and its ester compounds have demonstrated their unique charm and broad application prospects in multiple fields such as daily life, medicine, agriculture, chemical industry, and food processing. With the continuous advancement of science and technology and the improvement of people's living standards, it is believed that these compounds will bring us more surprises and conveniences in the future.