Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise specializing in the research and development, manufacturing, and sales of fine chemicals. Headquartered in Jinan, Shandong, China, we are committed to delivering high-quality products to our global partners. Currently, over 90% of our products are exported to developed markets, including North America, Europe, Japan, South Korea, and the Middle East.
Product Description
Barbituric acid (CAS: 67-52-7), also known as malonylurea, is a high-purity heterocyclic organic compound with the formula C?H?N?O?. It is a white crystalline powder, odorless, with strong acidity. It is synthesized by the condensation reaction of diethyl malonate with urea under alkaline conditions. As a key intermediate in organic synthesis, it is widely used in pharmaceutical, plastic, and pigment industries, and also serves as a analytical reagent for colorimetric determination of furfural and pentosans.
Uses
Pharmaceutical Intermediate: A critical raw material for synthesizing barbiturates, vitamin B12, and other pharmaceuticals, playing a vital role in the production of sedative-hypnotic drugs and nutritional supplements.
Organic Synthesis: Used as a building block for preparing 5-substituted barbituric acid derivatives via Knoevenagel condensation with aromatic aldehydes; also applied in the synthesis of pyrazolopyranopyrimidines and other heterocyclic compounds.
Industrial Additives: Serves as a polymerization catalyst in plastic production and a key intermediate for manufacturing benzimidazolone organic pigments, enhancing product stability and color fastness.
Analytical Reagent: Employed in colorimetric analysis to detect furfural and pentosans in food and agricultural products, ensuring quality control in related industries.
Molecular Formula & Structure
- Molecular Formula: C?H?N?O?
- Molecular Weight: 128.09 g/mol
- IUPAC Name: Pyrimidine-2,4,6(1H,3H,5H)-trione
- Synonyms: Malonylurea; 2,4,6-Trihydroxypyrimidine; N,N'-Malonylurea; MFCD00006666; EC Number: 200-658-0; RTECS Number: CP8000000; UN Number: Not classified; Customs Code: 2933599090.
- CAS Number: 67-52-7
- SMILES Code: O=C1CC(=O)NC(=O)N1
- Chemical Structure: A six-membered heterocyclic compound containing two nitrogen atoms and three carbonyl groups, existing in tautomeric forms (keto and enol). The enol form is thermodynamically stable. The molecule exhibits strong acidity due to the active methylene group between the two carbonyl groups, enabling salt formation with metals.
Physical & Chemical Properties
- Appearance: White crystalline powder; odorless; stable in air, but efflorescent in dry air.
- Solubility: Soluble in hot water, ether, and alkaline solutions; slightly soluble in cold water and ethanol; insoluble in non-polar organic solvents.
- Stability: Stable under normal temperature and pressure; incompatible with strong oxidants, strong bases, and heavy metals; decomposes at temperatures above 260°C, releasing toxic nitrogen oxides.
Synthesis & Storage
- Synthesis: Industrial production involves the reaction of diethyl malonate with urea in methanol under reflux, catalyzed by sodium methoxide. The crude product is obtained after acidification and cooling, then purified by recrystallization from water with activated carbon for decolorization.
- Storage: Store in a cool, dry, well-ventilated warehouse at temperatures below 30°C; keep tightly sealed to prevent moisture absorption and efflorescence. Packed in 25kg iron drums or cardboard drums lined with polyethylene bags. Avoid direct sunlight, high temperature, and contact with oxidants, strong bases, and heavy metals; keep away from food and feed. Shelf life: 24 months if unopened and stored properly.
- Handling Precautions: Use in a well-ventilated area; wear nitrile gloves, safety goggles, and protective clothing. Avoid inhalation of dust and contact with skin and eyes. In case of skin contact, rinse with plenty of water; in case of eye contact, flush with water for 15 minutes and seek medical attention. Dispose of waste in accordance with local regulations; do not discharge directly into the environment.
