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391794

Sigma-Aldrich

1,1′-(4,6-Dihydroxy-1,3-phenylene)bisethanone

99%

Synonym(s):
4,6-Diacetylresorcinol
Linear Formula:
(HO)2C6H2(COCH3)2
CAS Number:
Molecular Weight:
194.18
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

178-180 °C (lit.)

SMILES string

CC(=O)c1cc(C(C)=O)c(O)cc1O

InChI

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

InChI key

GEYCQLIOGQPPFM-UHFFFAOYSA-N

Related Categories

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.

Application

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

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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