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
6-Methylcoumarin, also known as 6-methylchromen-2-one or 6-methyl-2H-chromen-2-one, is a derivative of coumarin, a naturally occurring benzopyranone compound. It appears as a white to off-white crystalline powder at room temperature, with a sweet, herbaceous, and slightly spicy aroma reminiscent of freshly mown grass, tonka beans, and coconut. It is sparingly soluble in water but soluble in most organic solvents, and is widely used in fragrance, flavor, cosmetic, pharmaceutical, and biochemical research fields due to its pleasant scent and versatile chemical properties.
Uses
Food Industry: Serves as an artificial flavoring agent (FEMA Number: 2699), used sparingly in baked goods, confections, and other food products under strict regulatory guidelines. It imparts a sweet, creamy, and coconut-like flavor, and blends well with vanillin and other flavor compounds to enhance complex flavor profiles.
Cosmetic & Fragrance Industry: Incorporated into perfumes, soaps, detergents, skincare products, and air fresheners as a fragrance ingredient. It provides a warm, green, and long-lasting scent, complementing other fragrance components like linalool and benzyl acetate to improve scent retention and sensory appeal.
Pharmaceutical Field: Acts as a key pharmaceutical intermediate for the synthesis of bioactive compounds with potential anticoagulant, anti-inflammatory, and antimicrobial properties. Its coumarin core structure makes it valuable for developing novel drug formulations and pharmaceutical research.
Chemical & Biochemical Research: Used as a laser dye (gain medium in tunable dye lasers, particularly in the blue-green spectrum) and a fluorescent probe in biological imaging and biochemical assays, leveraging its strong fluorescence properties. It also serves as a UV-absorbing agent in polymers, coatings, and specialty chemicals, and as a reference standard in organic synthesis.
Molecular Formula & Structure
- Molecular Formula: C??H?O?
- Molecular Weight: 160.17 g/mol
- IUPAC Name: 6-Methyl-2H-chromen-2-one
- Synonyms: 6-Methylchromen-2-one; 6-MC; Toncarine; Pralina; 6-Methyl-2-oxochromene; MFCD00006875; CB8691534
- EC Number: 202-158-3
- SMILES Code: CC1=CC2=CC(=O)OC=C2C=C1
- Chemical Structure: A benzopyranone compound consisting of a fused benzene and pyran ring, with a methyl group (-CH?) substituted at the 6-position of the benzene ring and a carbonyl group (C=O) at the 2-position of the pyran ring. Its unique structure endows it with characteristic fluorescence and aromatic properties, typical of coumarin derivatives.
Physical & Chemical Properties
- Appearance: White to off-white crystalline powder, with a sweet, herbaceous, and coconut-like odor; stable in appearance under proper storage conditions.
- Melting Point: 73–76 °C; Boiling Point: 303 °C (at 725 mmHg); Flash Point: 67.2 °C (closed cup), 128.7 °C (open cup), combustible.
- Density: 1.092 g/cm3 (rough estimate); Refractive Index: 1.5300 (estimate, 20 °C).
- Solubility: Sparingly soluble in water; soluble in ethanol, ether, benzene, and DMSO (≥125 mg/mL); slightly soluble in petroleum ether.
- Stability: Stable under normal temperature and pressure; sensitive to light and alkali, easy to open-ring hydrolyze when in contact with alkali; stable when stored in a cool, dry, and dark environment, avoiding contact with oxidizing agents.
- Toxicity: Harmful if swallowed; causes skin and eye irritation, may cause respiratory discomfort and allergic reactions. It is classified with GHS 07 and GHS 08 hazard classes; avoid inhalation of dust and direct skin/eye contact.
Synthesis & Storage
- Synthesis: There are two main methods: 1. Condensation reaction: p-cresol reacts with maleic acid or acrylic acid derivatives under concentrated sulfuric acid catalysis, followed by cooling, precipitation, extraction, and distillation to obtain the product; 2. Green synthesis: p-cresol reacts with ethyl formylacetate under phosphotungstic acid catalysis (solvent-free, 90 °C reaction) for one-step synthesis, with higher yield and environmental friendliness.
- Storage: Sealed in airtight, light-resistant containers; stored in a cool, dry, well-ventilated place at room temperature. Keep away from fire, heat sources, oxidizing agents, and alkaline substances; avoid direct sunlight and moisture. Shelf life: 24 months when unopened and stored properly.
- Safety: Operate in a well-ventilated fume hood; wear nitrile gloves, goggles, lab coat, and dust mask. Avoid eating, drinking, or smoking during operation; wash skin thoroughly after handling. In case of skin contact, wash with plenty of water and soap; in case of eye contact, rinse cautiously with water for several minutes and seek medical advice if irritation persists. Dispose of waste in accordance with relevant environmental regulations.
...
Product
