ChemicalBook CAS DataBase List 89-84-9

89-84-9

Name	2,4-Dihydroxyacetophenone
CAS	89-84-9
EINECS(EC#)	201-945-3
Molecular Formula	C8H8O3
MDL Number	MFCD00002279
Molecular Weight	152.15
MOL File	89-84-9.mol

Synonyms

1-ACETYL-2,4-DIHYDROXYBENZENE 2',4'-DIHYDROXYACETOPHENONE 2,4-DIHYDROXYACETOPHENONE 2,4-DIHYDROXY ACETPHENONE 4-ACETYLRESORCINOL AKOS 90593 AKOS BBS-00004294 RESACETOPHENONE 1-(2,4-dihydroxyphenyl)-ethanon 1-(2,4-dihydroxyphenyl)ethanone 1-(2,4-Dihydroxyphenyl)-ethanone 1-Acetylbenzene-2,4-diol 2’,4’-dihydroxy-acetophenon 4-Acetyl-1,3-benzenediol 4-acetyl-resorcino Acetophenone, 2',4'-dihydroxy- beta-Resacetophenone b-Resacetophenone Resoacetophenone Resorcinol, 4-acetyl-

Chemical Properties

Appearance	yellow-brown to reddish-brown fine cryst. powder
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)
form	Crystalline Powder or Crystals
pka	7.96±0.18(Predicted)
color	Off-white to pink to brown
PH	5 (1g/l, H2O, 20℃)
Sensitive	Moisture Sensitive
Merck	14,8140
BRN	1282505
Cosmetics Ingredients Functions	SKIN CONDITIONING BLEACHING ANTIOXIDANT
InChI	1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
InChIKey	SULYEHHGGXARJS-UHFFFAOYSA-N
SMILES	CC(=O)c1ccc(O)cc1O
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	89-84-9(EPA Substance)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264-P280-P305+P351+P338-P337+P313
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	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 . less more
WGK Germany	2
RTECS	AM7525000
Hazard Note	Irritant
TSCA	Yes
REACH Registrations	Active
HS Code	29145000
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2
Safety Profile	Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

2,4-Dihydroxyacetophenone(89-84-9) 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 is used as intermediate for pharmaceuticals.

Uses

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: A dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'.

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

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)

Material Safety Data Sheet(MSDS)

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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