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2,4-Dihydroxyacetophenone

Basic information Safety Supplier Related

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)
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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

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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

Preparation Products

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