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

• Language:English Provider:Resacetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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(89-84-9)Related Product Information

• 4'-Chloroacetophenone
• 4'-Hydroxyacetophenone
• 3'-Hydroxyacetophenone
• 2',4'-Dichloroacetophenone
• 2-HYDROXYACETOPHENONE
• 4'-Methoxyacetophenone
• 2',4',6'-Trihydroxyacetophenone monohydrate
• 4-Nitroacetophenone
• 3-Aminoacetophenone
• 2'-Hydroxyacetophenone
• 3-Nitroacetophenone
• Acetophenone
• 2',4'-dihydroxybutyrophenone
• 2-Methylresorcinol
• 3-Hydroxyphenyl acetate
• 3',5'-DIHYDROXYACETOPHENONE,3,5-DIHYDROXYACETOPHENONE,3,5-DIHYDROXYACETOPHENONE MONOHYDRATE,3',5'-Dihydroxyacetophenone 3,5-Dihydroxyacetophenone
• PURPUROGALLIN
• 2,4,4'-TRIHYDROXYBENZOPHENONE