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Cas Database |
| Name |
2',4'-Dihydroxyacetophenone |
EINECS | 201-945-3 |
| CAS No. | 89-84-9 | Density | 1.291 g/cm3 |
| PSA | 57.53000 | LogP | 1.30040 |
| Solubility | N/A | Melting Point |
143-144.5 °C(lit.) |
| Formula | C8H8O3 | Boiling Point | 319.3 °C at 760 mmHg |
| Molecular Weight | 152.15 | Flash Point | 161.1 °C |
| Transport Information | N/A | Appearance | yellow-brown to reddish-brown fine cryst. powder |
| Safety | 26-36-24/25 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-Acetylresorcinol;Resacetophenone;2,4-Dihydroxyacetophenone; |
Article Data | 161 |
2',4'-Dihydroxyacetophenone Synthetic route
- 65490-08-6
2-hydroxy-4-(methoxymethoxy)acetophenone
- 89-84-9
2',4'-dihydroxy-4-acetophenone
| Conditions | Yield |
|---|---|
| H6P2W18O62; silica gel In tetrahydrofuran; methanol at 70℃; for 0.75h; Product distribution; Further Variations:; Catalysts; Solvents; Temperatures; | 100% |
| With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry; | 90% |
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate for 0.0333333h; microwave irradiation; | 98% |
| With iron(III) chloride for 0.0221667h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction; | 98% |
| With zinc(II) chloride Reflux; | 98% |
- 72712-19-7
2,4-diacetoxy acetophenone
- 89-84-9
2',4'-dihydroxy-4-acetophenone
| Conditions | Yield |
|---|---|
| With water; sodium acetate In ethanol for 5h; Reflux; | 98% |
| Conditions | Yield |
|---|---|
| With acyltransferase from bacterium Pseudomonas sp.YGJ3 In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 18h; pH=7.5; Friedel-Crafts Acylation; Enzymatic reaction; regioselective reaction; | 97% |
- 89-84-9
2',4'-dihydroxy-4-acetophenone
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry; | 95% |
| Conditions | Yield |
|---|---|
| With periodic acid at 20℃; for 0.0833333h; | 92% |
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate; acetic acid Inert atmosphere; | 91% |
| Conditions | Yield |
|---|---|
| With acetic acid; zinc(II) chloride at 60℃; for 4h; Temperature; Large scale; | 90.6% |
| With PPA Reflux; | 68% |
| With phosphorus pentoxide; silica gel at 100℃; for 24h; | 65% |
- 29682-12-0
1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone
- 89-84-9
2',4'-dihydroxy-4-acetophenone
| Conditions | Yield |
|---|---|
| With formic acid; sodium formate; palladium on activated charcoal In methanol for 1h; Product distribution; Heating; other aryl benzyl ethers; | 90% |
| With formic acid; sodium formate; palladium on activated charcoal In methanol for 1h; Heating; | 90% |
2',4'-Dihydroxyacetophenone Chemical Properties
Molecule structure of 2,4-Dihydroxyacetophenone (CAS NO.89-84-9):
IUPAC Name: 1-(2,4-Dihydroxyphenyl)ethanone
Molecular Weight: 152.14732 g/mol
Molecular Formula: C8H8O3
Density: 1.18 g/mL at 25 °C(lit.)
Melting Point: 143-144.5 °C(lit.)
Boiling Point: 319.3 °C at 760 mmHg
Flash Point: 161.1 °C
Index of Refraction: 1.595
Molar Refractivity: 40.04 cm3
Molar Volume: 117.8 cm3
Polarizability: 15.87×10-24 cm3
Surface Tension: 56.1 dyne/cm
Enthalpy of Vaporization: 58.32 kJ/mol
Vapour Pressure: 0.000183 mmHg at 25 °C
Sensitive Moisture: sensitive
XLogP3: 1.7
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 1
Tautomer Count: 21
Exact Mass: 152.047344
MonoIsotopic Mass: 152.047344
Topological Polar Surface Area: 57.5
Heavy Atom Count: 11
Complexity: 155
Canonical SMILES: CC(=O)C1=C(C=C(C=C1)O)O
InChI: InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
InChIKey: SULYEHHGGXARJS-UHFFFAOYSA-N
EINECS: 201-945-3
Product Categories: Acetophenone Series; Aromatic Acetophenones & Derivatives (substituted); Benzene series
2',4'-Dihydroxyacetophenone Uses
2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is used as intermediates in organic synthesis.
2',4'-Dihydroxyacetophenone Production
2,4-Dihydroxyacetophenone is made by acetylation of acetic acid and resorcinol .
2',4'-Dihydroxyacetophenone Toxicity Data With Reference
| 1. | eye-rbt 500 mg SEV | IHFCAY Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1. | ||
| 2. | orl-rat LD50:2830 mg/kg | IHFCAY Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1. |
2',4'-Dihydroxyacetophenone Consensus Reports
Reported in EPA TSCA Inventory.
2',4'-Dihydroxyacetophenone Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
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
Hazard Note: Irritant
HS Code: 29145000
Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
2',4'-Dihydroxyacetophenone Specification
2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is also named as 1-(2,4-Dihydroxyphenyl)ethanone ; 2,4-Dihydroxyacetophenone ; 4-08-00-01792 (Beilstein Handbook Reference) ; 4-Acetylresorcinol ; AI3-00866 ; BRN 1282505 ; NSC 10883 ; Resacetophenone ; Resoacetophenone ; Resorcinol, 4-acetyl- ; UNII-UC3V356VZC . 2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is yellow-brown to reddish-brown fine cryst. It is soluble in hot alcohol, pyridine, and glacial acetic acid, almost insoluble in ether, benzene and chloroform.
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