Product Introduction
| 2,4-Dihydroxyacetophenone Basic information |
| Product Name: | 2,4-Dihydroxyacetophenone |
| Synonyms: | Resoacetophenone;Resorcinol, 4-acetyl-;2,4-Dihydroxyacetoph;NSC 10883;NSC 37559;4-Acetylresorcinol Resacetophenone;HyMechroMone;IMp. A (EP): 1,3-Dihydroxybenzene (Resorcinol) |
| CAS: | 89-84-9 |
| MF: | C8H8O3 |
| MW: | 152.15 |
| EINECS: | 201-945-3 |
| Product Categories: | Aromatics;Miscellaneous Reagents;Acetophenone Series;Aromatic Acetophenones & Derivatives (substituted);Benzene series;89-84-9;bc0001;john's |
| Mol File: | 89-84-9.mol |
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| 2,4-Dihydroxyacetophenone Chemical Properties |
| Melting point | 143-144.5 °C(lit.) |
| Boiling point | 234.6°C (rough estimate) |
| density | 1.18 g/mL at 25 °C(lit.) |
| refractive index | 1.4945 (estimate) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | 7.96±0.18(Predicted) |
| form | Crystalline Powder or Crystals |
| color | Off-white to pink to brown |
| PH | 5 (1g/l, H2O, 20℃) |
| Sensitive | Moisture Sensitive |
| Merck | 14,8140 |
| BRN | 1282505 |
| InChIKey | SULYEHHGGXARJS-UHFFFAOYSA-N |
| LogP | 1.480 (est) |
| CAS DataBase Reference | 89-84-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Ethanone, 1-(2,4-dihydroxyphenyl)-(89-84-9) |
| EPA Substance Registry System | Ethanone, 1-(2,4-dihydroxyphenyl)- (89-84-9) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-24/25 |
| WGK Germany | 2 |
| RTECS | AM7525000 |
| Hazard Note | Irritant |
| TSCA | Yes |
| HS Code | 29145000 |
| MSDS Information |
| Provider | Language |
|---|---|
| Resacetophenone | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| 2,4-Dihydroxyacetophenone Usage And Synthesis |
| Chemical Properties | 2,4-Dihydroxyacetophenone appears as a yellow-brown to reddish-brown fine crystalline powder. It slowly decomposes in water and can dissolve in hot alcohol, pyridine, and glacial acetic acid. In contrast, it is nearly insoluble in ether, benzene, and chloroform. A reaction with iron chloride causes it to adopt a red hue. |
| Uses | 2,4-Dihydroxyacetophenone (cas# 89-84-9) is a compound useful in organic synthesis. It is also used as intermediate for pharmaceuticals. Reagent for iron as a 10% alcoholic solution. A red color is obtained with ferric ions in slightly acid solution: Cooper, Ind. Eng. Chem. Anal. Ed. 9, 334 (1937). |
| Definition | ChEBI: 2',4'-dihydroxyacetophenone is a dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'. It has a role as a plant metabolite. It is a member of resorcinols and a dihydroxyacetophenone. |
| Preparation | Preparation by reaction of acetic acid on resorcinol, with zinc chloride (Nencki reaction) (94%) with boron trifluoride with Amberlite IR-120 (a cation exchange resin, sulfonic acid type) (87%) with polyphosphoric acid (63%) with 70% perchloric acid (33%). |
| Synthesis Reference(s) | Journal of the American Chemical Society, 70, p. 428, 1948 DOI: 10.1021/ja01181a521 |
| Safety Profile | Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. |
| Synthesis | 2,4-Dihydroxyacetophenone is obtained by the acetylation of resorcinol and acetic acid. In addition, it can also be obtained by reacting resorcinol with chloroacetyl or acetic anhydride in the presence of zinc chloride. |
| target | Phospholipase (e.g. PLA) |
| 2,4-Dihydroxyacetophenone Preparation Products And Raw materials |
| Raw materials | Zinc chloride |
| Preparation Products | 7-Hydroxycoumarin-->1-[4-(Benzoyloxy)-2-hydroxyphenyl]-3-phenyl-1,3-propanedione-->1-(2,4-Bis(benzoyloxy)phenyl)ethanone-->7-HYDROXYFLAVONE-->2',4'-DIHYDROXYCHALCONE-->3,7-DIHYDROXYFLAVONE-->4-HYDROXY-7-METHOXYCOUMARIN-->7-HYDROXYFLAVANONE-->ROBINETIN-->4'-Benzyloxy-2'-hydroxyacetophenone-->4-Ethylresorcinol-->4-[3-(2,4-Dimethoxy-3-methylphenyl)propyl]-1,3-benzenediol-->2,4-Dimethoxyacetophenone |
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