2,4-Dihydroxyacetophenone
2',4'-Dihydroxyacetophenone
CAS: 89-84-9
Molecular Formula: C8H8O3
2,4-Dihydroxyacetophenone - Names and Identifiers
| Name | 2',4'-Dihydroxyacetophenone |
| Synonyms | NSC 10883 NSC 37559 HyMechroMone Resoacetophenone 2,4-Dihydroxyacetoph Resorcinol, 4-acetyl- 2,4-Dihydroxyacetophenone 2,4-Dihydroxy acetophenone 2',4'-Dihydroxyacetophenone 4-AcetylresorcinolResacetophenone |
| CAS | 89-84-9 |
| EINECS | 201-945-3 |
| InChI | InChI=1/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2 |
| InChIKey | SULYEHHGGXARJS-UHFFFAOYSA-N |
2,4-Dihydroxyacetophenone - Physico-chemical Properties
| Molecular Formula | C8H8O3 |
| Molar Mass | 152.15 |
| Density | 1.18g/mLat 25°C(lit.) |
| Melting Point | 143-144.5°C(lit.) |
| Boling Point | 234.6°C (rough estimate) |
| Flash Point | 185°C |
| Solubility | Soluble in hot alcohol, pyridine and glacial acetic acid, almost insoluble in ether, benzene and chloroform |
| Vapor Presure | 9.01E-06mmHg at 25°C |
| Appearance | Colorless crystal |
| Color | Off-white to pink to brown |
| Merck | 14,8140 |
| BRN | 1282505 |
| pKa | 7.96±0.18(Predicted) |
| PH | 5 (1g/l, H2O, 20℃) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.4945 (estimate) |
| MDL | MFCD00002279 |
| Physical and Chemical Properties | Needle-like or leaf-like crystals. The melting point of 147 deg C, the relative density of 1.180. Gradually decomposed in water. Soluble in hot alcohol, pyridine and acetic acid, almost insoluble in ether, benzene and chloroform. With the role of ferric chloride red. |
| Use | Pharmaceutical industry for the preparation of coronary heart disease drugs such as ethoxyflavone |
2,4-Dihydroxyacetophenone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - 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. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | AM7525000 |
| TSCA | Yes |
| HS Code | 29145000 |
| Hazard Note | Irritant |
2,4-Dihydroxyacetophenone - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| synthesis method | The classical synthesis method is glacial acetic acid as acylating agent, zinc chloride as catalyst, but the decolorization is difficult, yield is not high, mostly in 60% ~ 8%; Also useful for acetic anhydride acyl agent, ion exchange resin as catalyst; Also with acetyl chloride, acetonitrile acylation agent, snCl is a catalyst, but these methods are not suitable for industrialization. |
| biological activity | 2 ',4'-dihydroxy phenone (Resacetophenone) is acetophenone substituted with a hydroxyl group at the 2 'and 4' positions. Plant Metabolites. |
| Use | is useful as an intermediate in organic synthesis. Pharmaceutical industry for the preparation of coronary heart disease drugs such as ethoxyflavone. 2, 4-dihydroxyacetophenone is an important intermediate. It can be used for the preparation of anti-angina drugs, can also be used for the preparation of pesticides, flavonoids and other fine chemical products. |
| production method | is obtained by acetylation of resorcinol with acetic acid. In addition, the product can also be obtained by reacting resorcinol with Chloroacetyl or acetic anhydride in the presence of zinc chloride. |
Last Update：2024-04-09 15:16:53
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