对羟基苯甲酸甲酯 METHYL-P-HYDROXYBENZOATE
Methyl 3-hydroxybenzoate
CAS: 19438-10-9
Molecular Formula: C8H8O3
对羟基苯甲酸甲酯 METHYL-P-HYDROXYBENZOATE - Names and Identifiers
| Name | Methyl 3-hydroxybenzoate |
| Synonyms | AKOS BBS-00004297 RARECHEM AL BF 0067 METHYL 3-HYDROXYBENZOATE METHYL M-HYDROXYBENZOATE Methyl 3-hydroxybenzoate M-HYDROXYBENZOIC ACID METHYL ESTER 3-HYDROXYBENZOIC ACID METHYL ESTER Benzoic acid, 3-hydroxy-, methyl ester |
| CAS | 19438-10-9 |
| EINECS | 243-071-5 |
| InChI | InChI=1/C8H8O3/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5,9H,1H3 |
对羟基苯甲酸甲酯 METHYL-P-HYDROXYBENZOATE - Physico-chemical Properties
| Molecular Formula | C8H8O3 |
| Molar Mass | 152.15 |
| Density | 1.1528 |
| Melting Point | 70-72 °C (lit.) |
| Boling Point | 280-281 °C/709 mmHg (lit.) |
| Flash Point | 280-281°C/708mm |
| Solubility | Soluble in chloroform, dimetyl Sulfoxide,ethanol and methanol. |
| Vapor Presure | 0.00186mmHg at 25°C |
| Appearance | White solid |
| Color | Beige |
| BRN | 2208129 |
| pKa | 9.15±0.10(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.4447 (estimate) |
| MDL | MFCD00002295 |
| Use | Used in medicine, organic synthesis. |
对羟基苯甲酸甲酯 METHYL-P-HYDROXYBENZOATE - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29163100 |
| Hazard Class | IRRITANT |
对羟基苯甲酸甲酯 METHYL-P-HYDROXYBENZOATE - Reference Information
| introduction | methyl 3-hydroxybenzoate is white crystalline powder or colorless crystalline, easily soluble in alcohol, ether and acetone, extremely slightly soluble in water, boiling point 270-280 ℃. Mainly used as a bactericidal preservative for organic synthesis, food, cosmetics, medicine, and also used as a feed preservative. Because methyl 3-hydroxybenzoate has a phenolic hydroxyl structure, its antibacterial performance is stronger than benzoic acid and sorbic acid. |
| Mechanism of action | Destroy the cell membrane of microorganisms, denature proteins in cells, and inhibit the activities of respiratory enzymes and electron transport enzymes of microbial cells. The traditional synthesis of methyl 3-hydroxybenzoate is usually prepared directly by 3-hydroxybenzoic acid and methanol under the action of concentrated sulfuric acid, but sulfuric acid is seriously corrosive and prone to side reactions and environmental pollution. Therefore, it is of great significance to find new environmentally friendly catalysts. |
| application | many countries and regions use methyl 3-hydroxybenzoate as a food preservative, which has been widely used in meat products, fat products, dairy products, aquatic products, condiments, candy, fruit and vegetable products, beer, fruit wine and fruit and vegetable preservation. Methyl 3-hydroxybenzoate can not only completely replace sodium benzoate and potassium sorbate, but its application range is wider than sodium benzoate and potassium sorbate. |
| preparation | 3-hydroxybenzoic acid, methanol and hydroxybenzenesulfonic acid are added into the three-mouth bottle, the molar ratio of 3-hydroxybenzoic acid to methanol is 1:4, the amount of hydroxybenzenesulfonic acid is 8.6% of the total mass of the reactant, the left mouth of the three-mouth bottle is filled with a grinding plug, the right side port is equipped with a probe tube (with a temperature probe inside), the middle port is connected to the air condenser tube through the top port of the furnace, and the water separator and the water condenser tube are respectively installed to mix evenly, then an electromagnetic stirrer is placed in the microwave oven, stirring is started, the stirring speed is 300r /min, the reaction is started, and the water separated from the water separator is released in time during the reaction process. Among them, the microwave radiation power of the microwave oven is 150W, the microwave radiation temperature is 85 ℃, and the microwave radiation time is 40min. Mix evenly, then put into an electromagnetic stirrer, place it in the microwave oven, start stirring, start reaction, release the water separated from the water separator in time during the reaction process; After 1 hour of reaction, turn off the power supply, pour the reaction liquid into a clean three-mouth bottle and distill excess methanol with steam, the distillate residue is poured into a clean beaker, cooled and precipitated, washed with 10% sodium carbonate solution to a pH value of 7.0-8.0, filtered, washed with distilled water, dried, and refined to obtain a white solid product 3-Hydroxybenzoate methyl ester. The yield of methyl 3-hydroxybenzoate was determined to be 84.1%. |
| use | used in medicine and organic synthesis. Methyl 3-hydroxybenzoate can be used to improve the stability of reagents for treating keratin materials. |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
Last Update：2024-04-09 21:00:56
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