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2161-85-5

2161-85-5 Structure

2161-85-5 Structure
IdentificationMore
[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 PropertiesBack 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.)
[InChI]

1S/C10H10O4/c1-5(11)7-3-8(6(2)12)10(14)4-9(7)13/h3-4,13-14H,1-2H3
[InChIKey]

GEYCQLIOGQPPFM-UHFFFAOYSA-N
[SMILES]

CC(=O)c1cc(C(C)=O)c(O)cc1O
[CAS DataBase Reference]

2161-85-5(CAS DataBase Reference)
Safety DataBack 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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

4,6-DIACETYLRESORCINOL(2161-85-5)1HNMR
4,6-DIACETYLRESORCINOL(2161-85-5)IR
4,6-DIACETYLRESORCINOL(2161-85-5)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,1'-(4,6-Dihydroxy-1,3-phenylene)bisethanone(2161-85-5)
[Sigma Aldrich]

2161-85-5(sigmaaldrich)
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