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391794 Sigma-Aldrich

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

99%

Synonym: 4,6-Diacetylresorcinol

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Properties

Related Categories Building Blocks, C10, Carbonyl Compounds, Chemical Synthesis, Ketones,
Quality Level   100
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

Description

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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