2,4-Dihydroxyacetophenone
Synonym(s):1-Acetyl-2,4-dihydroxybenzene;4-Acetylresorcinol;Resacetophenone
- CAS NO.:89-84-9
- Empirical Formula: C8H8O3
- Molecular Weight: 152.15
- MDL number: MFCD00002279
- EINECS: 201-945-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02
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What is 2,4-Dihydroxyacetophenone?
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.
The Uses of 2,4-Dihydroxyacetophenone
2,4-Dihydroxyacetophenone is used as intermediate for pharmaceuticals.
The Uses of 2,4-Dihydroxyacetophenone
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.
Properties of 2,4-Dihydroxyacetophenone
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 |
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 for 2,4-Dihydroxyacetophenone
Signal word | Warning |
Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for 2,4-Dihydroxyacetophenone
InChIKey | SULYEHHGGXARJS-UHFFFAOYSA-N |
2,4-Dihydroxyacetophenone manufacturer
ALTRAKEM PHARMA LIFE SCIENCES PRIVATE LIMITED
Millennium Chemi Pharma (Mysore) Pvt Ltd
HYPERSYNTH LIFE SCIENCES
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