3,5-Dihydroxyacetophenone
3',5'-Dihydroxyacetophenone
CAS: 51863-60-6
Molecular Formula: C8H8O3
3,5-Dihydroxyacetophenone - Names and Identifiers
| Name | 3',5'-Dihydroxyacetophenone |
| Synonyms | 5-ACETYLRESORCINOL 3,5-DIHYDROXYACETOPHENONE 3,5-Dihydroxyacetophemone 3',5'-DIHYDROXYACETOPHENONE 3',5'-Dihydroxyacetophenone 1-(3,5-dihydroxyphenyl)-ethanone ETHANONE, 1-(3,5-DIHYDROXYPHENYL)- 1-(3,5-dihydroxyphenyl)ethan-1-one 3,5-DIHYDROXYACETOPHENONE MONOHYDRATE |
| CAS | 51863-60-6 |
| EINECS | 257-480-1 |
| InChI | InChI=1/C8H8O3/c1-5(9)6-2-7(10)4-8(11)3-6/h2-4,10-11H,1H3 |
3,5-Dihydroxyacetophenone - Physico-chemical Properties
| Molecular Formula | C8H8O3 |
| Molar Mass | 152.15 |
| Density | 1.291g/cm3 |
| Melting Point | 143-147℃ |
| Boling Point | 316.8°C at 760 mmHg |
| Flash Point | 159.6°C |
| Vapor Presure | 0.000217mmHg at 25°C |
| Storage Condition | Room Temprature |
| Refractive Index | 1.595 |
| MDL | MFCD00002290 |
| Physical and Chemical Properties | Melting point 143-147°C |
| Use | Used as an important intermediate of drug Terbutaline, bambuterol and so on |
3,5-Dihydroxyacetophenone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 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 |
3,5-Dihydroxyacetophenone - Upstream Downstream Industry
3,5-Dihydroxyacetophenone - Security information
| WGK Germany | 3 |
| customs code | 29145090 |
Last Update：2024-04-10 22:29:15
3,5-Dihydroxyacetophenone - Uses and synthesis methods
application
3, 5-dihydroxyacetophenone is an organic synthesis intermediate and pharmaceutical intermediate, which can be used in laboratory research and development process and chemical production process. It is mainly used as an important intermediate for drugs such as terbutaline and bambuterol.
Preparation
Synthesis of 3, 5-dihydroxyacetophenone:
4.5g magnesium powder, 5 ml absolute ethanol and 0.5 ml carbon tetrachloride are added to a 500ml three-mouth flask with drying nodes. After several minutes of reaction, 20 ml of tetrahydrofuran is added, stirred and dropwise a mixed solution prepared from 30 ml of diethyl malonate, 20 ml of anhydrous ethanol and 40ml of tetrahydrofuran is added, and the dropwise solution is added for about 0.5 h ~ 1 h, refluxing and heat preservation until the black solid completely disappears. After cooling (room temperature), the 3, 5-diacetoxybenzoyl chloride solution to be used is added dropwise, the solution is added dropwise in 45-60 min, the temperature is slowly increased, and the reflux reaction is 3-5 min. Cool to room temperature and add 250g of 15% aqueous sulfuric acid. Stir well and stratify at rest. The upper organic layer is separated, tetrahydrofuran is recovered, and 200g of sulfuric acid aqueous solution of human 30% is added to the residue. Heat reflux hydrolysis until no CO2 is released. Decompression and desolution, the residue crystallizes in ice bath for several hours. The crude product was filtered, recrystallized with 3 times the amount of water and decolorized with activated carbon to obtain 12g of white crystal, with a liquid chromatography analysis content of 98.5%, a melting point of 144C ~ 146 ℃, and a total yield of 47% in the latter two steps.
biological activity
3,5-Dihydroxyacetophenone is an endogenous metabolite.
target
Human Endogenous Metabolite
Last Update：2024-04-09 21:21:28
3,5-Dihydroxyacetophenone - Nature
| storage conditions | Inert atmosphere,Room Temperature |
| acidity coefficient (pKa) | 8.63±0.10(Predicted) |
| morphology | Powder |
| color | Off-white to brown |
| BRN | 1936502 |
| InChIKey | WQXWIKCZNIGMAP-UHFFFAOYSA-N |
Last Update：2024-04-09 21:04:16
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View History
Raw Materials for 3,5-Dihydroxyacetophenone
Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-2-(methylsulfonyl)-
3,5-Dibenzyloxyacetophenone
1-(3-(benzyloxy)-5-hydroxyphenyl)ethanone
3,5-Diacetoxyacetophenone
3,5-Bis(benzyloxy)benzoic acid benzyl ester
3',5'-Dimethoxyacetophenone
3,5-Dibenzyloxyacetophenone
1-(3-(benzyloxy)-5-hydroxyphenyl)ethanone
3,5-Diacetoxyacetophenone
3,5-Bis(benzyloxy)benzoic acid benzyl ester
3',5'-Dimethoxyacetophenone
Downstream Products for 3,5-Dihydroxyacetophenone