4,6-DIACETYLRESORCINOL Chemical Properties

Melting point:

178-180 °C(lit.)

Boiling point:

399.9±27.0 °C(Predicted)

Density 

1.300±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

7.87±0.23(Predicted)

form 

Crystalline Powder

color 

White to off-white

λmax

370nm(DMF)(lit.)

CAS DataBase Reference

2161-85-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29145090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

4,6-DIACETYLRESORCINOL Usage And Synthesis

Chemical Properties

Off-white powder

Uses

1,1′-(4,6-Dihydroxy-1,3-phenylene)bisethanone (4,6-diacetylresorcinol, DAR) may be used in the synthesis of the following:

• Schiff base ligands
• hexadentate chalcogenated bisimine ligands
• 1,5-benzodiazepines
• ketimine of chitosan
• mannich bases
• hydrazone ligands
• thiosemicarbazone, semicarbazone and thiocarbohydrazone ligands
• binuclear cobalt(II) and copper(II) complexes
• europium (III) complexes

Preparation

Preparation by Friedel–Crafts acylation of resorcinol,
? with acetic anhydride,
– in the presence of zinc chloride
at 142–150° for 15 min (96%) or at 150–160° for 20 min (68%)
; – in the presence of ferric chloride
. – in the presence of concentrated sulfuric acid at 130° for 15 min (15%)
; – in the presence of 70% perchloric acid at 125–135° for 15–20 min (42%)
. ? with acetyl chloride,
– in the presence of zinc chloride, at 120°
; – in the presence of ferric chloride, at 150° for 15 min (60%) or at reflux for 30 min
; – in the presence of concentrated sulfuric acid (18%)
. ? by a typical Friedel–Crafts reaction (24%).

General Description

1,1′-(4,6-Dihydroxy-1,3-phenylene)bisethanone (4,6-diacetylresorcinol, DAR) is a bifunctional carbonyl compound. Its synthesis by acetylating resorcinol in the presence of zinc chloride has been reported. The crystal structure of DAR has been studied.

4,6-DIACETYLRESORCINOL(2161-85-5)Related Product Information

• Rifabutin
• 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE
• Rifalazil
• Ambicromil
• Rifamycin O
• Heliomycin
• schumanniofoside
• 4,6-DIBENZOYLRESORCINOL
• 1-(5-ACETYL-2,4-DIHYDROXY-3-PROPYLPHENYL)ETHAN-1-ONE
• 4,6-DIACETYLRESORCINOL
• awamycin
• 1,3-DIACETYL-4,6-DIMETHOXYBENZENE
• kanglemycin A
• tolypomycin Y
• 2,4-Diacetylresorcinol,2,6-Diacetylresorcinol
• 2,4,6-TRIBENZOYLRESORCINOL
• 1-(5-ACETYL-3-BUTYL-2,4-DIHYDROXYPHENYL)ETHAN-1-ONE
• 1-(5-Acetyl-2,4-dihydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one