| Identification | More | [Name]
4,6-DIACETYLRESORCINOL | [CAS]
2161-85-5 | [Synonyms]
AKOS 236-35
RESODIACETOPHENONE
4,6-DIACETYLRESORCINOL
2,4-Diacetyl-1,5-benzenediol
4,6-Diacetyl-1,3-dihydroxybenzene
1,1'-(4,6-Dihydroxy-1,3-phenylene)
5'-Acetyl-2',4'-dihydroxyacetophenone
1-(5-acetyl-2,4-dihydroxyphenyl)ethanone
1-(5-ACETYL-2,4-DIHYDROXYPHENYL)ETHAN-1-ONE
1,1'-(4,6-Dihydroxy-1,3-phenylene)diethanone
1,1'-(4,6-DIHYDROXY-1,3-PHENYLENE)BISETHANONE
Ethanone, 1,1'-(4,6-dihydroxy-1,3-phenylene)bis-
1,1'-(4,6-dihydroxy-1,3-phenylene)bisethan-1-one
1,1'-(4,6-Dihydroxy-1,3-phenylene)bisethanone,99%
1,1'-(4,6-Dihydroxy-1,3-phenylene)bisethanone 99%
JRH-01015, 1,1'-(4,6-Dihydroxy-1,3-phenylene)bisethanone, 97% | [EINECS(EC#)]
218-482-8 | [Molecular Formula]
C10H10O4 | [MDL Number]
MFCD00017655 | [Molecular Weight]
194.18 | [MOL File]
2161-85-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white powder | [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 | [form ]
Crystalline Powder | [pka]
7.87±0.23(Predicted) | [color ]
White to off-white | [λmax]
370nm(DMF)(lit.) | [CAS DataBase Reference]
2161-85-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29145090 |
| Hazard Information | Back Directory | [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. |
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