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| | 4-Hydroxy-3,5-dimethylbenzoic acid Basic information |
| Product Name: | 4-Hydroxy-3,5-dimethylbenzoic acid | | Synonyms: | Benzoic acid, 4-hydroxy-3,5-dimethyl-;RARECHEM AL BO 0868;3,5-DIMETHYL-4-HYDROXYBENZOIC ACID;4-HYDROXY-3,5-DIMETHYLBENZOIC ACID;4-Hydroxy-3,5-Dimethylbenzoic;4-Hydroxy-3,5-dimethylbenzoic acid,98%;2,6-DiMethyl-4-carboxyphenol;4-hydroxy-3,5-dimethylbenzoate | | CAS: | 4919-37-3 | | MF: | C9H10O3 | | MW: | 166.17 | | EINECS: | 256-495-9 | | Product Categories: | Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts | | Mol File: | 4919-37-3.mol |  |
| | 4-Hydroxy-3,5-dimethylbenzoic acid Chemical Properties |
| Melting point | 221-226 °C | | Boiling point | 254.38°C (rough estimate) | | density | 1.1708 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Soluble in methanol. | | form | Crystalline Powder | | pka | 4.71±0.10(Predicted) | | color | Off-white to light pink or light beige | | BRN | 2576289 | | CAS DataBase Reference | 4919-37-3(CAS DataBase Reference) | | NIST Chemistry Reference | 3,5-Dimethyl-4-hydroxybenzoic acid(4919-37-3) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 37/39-26 | | RTECS | DG8997500 | | HS Code | 29182900 |
| | 4-Hydroxy-3,5-dimethylbenzoic acid Usage And Synthesis |
| Chemical Properties | off-white to light pink or light beige crystalline | | Uses | 4-hydroxy-3,5-dimethylbenzoic acid is widely used as a reagent for potent TTR amyloidogenesis inhibitors. It plays an important role as an intermediate in agrochemicals and dyestuffs. It is also used in the preparation of mexiletine derivatives. | | Synthesis | (1) In a 500 mL three-necked flask, p-hydroxybenzoic acid (138 g, 1 mmol) and methanol (160 g, 5 mmol) were added, followed by solid acid catalyst (50 g). The mixture was stirred until homogeneous. The reaction flask was placed in an ultrasonic reactor and fitted with a reflux condensing unit. The reaction temperature was adjusted to 40-60°C and the ultrasonic power was set to 500 W for 1-3 hours. During the reaction, the color of the reaction solution gradually changed from white to yellow and finally to orange-red. The reaction process was monitored by high performance liquid chromatography (HPLC), and the reaction was judged to be complete when the residual amount of p-hydroxybenzoic acid was less than 5%. After stopping the reaction, the solid acid catalyst was removed by filtration (the catalyst can be recycled for subsequent reactions). The filtrate was allowed to crystallize at 5-10°C for 6-10 hours, after which the crystals were collected by filtration. The crystals were dried at 50-60°C for 6 h. The intermediate 4-hydroxy-3,5-dimethylbenzoic acid (141 g, 85% yield) was obtained by HPLC with impurity content of less than 0.1% in the product. | | References | [1] Patent: CN106588576, 2017, A. Location in patent: Paragraph 0074-0080 |
| | 4-Hydroxy-3,5-dimethylbenzoic acid Preparation Products And Raw materials |
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