Skip to Content
Merck

391794

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

99%

Synonym(s):

4,6-Diacetylresorcinol

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
(HO)2C6H2(COCH3)2
CAS Number:
2161-85-5
Molecular Weight:
194.18
NACRES:
NA.22
PubChem Substance ID:
24864402
UNSPSC Code:
12352100
EC Number:
218-482-8
MDL number:
MFCD00017655

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

1,1′-(4,6-Dihydroxy-1,3-phenylene)bisethanone, 99%

InChI key

GEYCQLIOGQPPFM-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

99%

mp

178-180 °C (lit.)

functional group

ketone

Quality Level

100

Related Categories

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

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.

pictograms

Exclamation mark
GHS07

signalword

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCX5725
MKCX2798
MKCQ0914
MKCL0065
MKCD0336

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Magdy Shebl et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 113, 356-366 (2013-06-08)
Reactions of 4,6-diacetylresorcinol with different cobalt(II) and copper(II) salts viz., OAc(-), Cl(-), NO3(-) and SO4(2-), yielded a new series of binuclear metal complexes. Reactions of the ligand with these metal ions in the presence of a secondary ligand (L') [O,O-donor;
Design, Synthesis and Characterization of Bimetallic Palladium Complexes for Terminal Olefin Epoxidation
Netalkar SP, et al.
Catalysis Letters, 144(9), 1573-1583 (2014)
Mohammed Sardaryar Khan et al.
Acta poloniae pharmaceutica, 67(3), 261-266 (2010-06-09)
In the present study, a series of Mannich bases was synthesized by condensing 4,6-diacetylresorcinol with formaldehyde and some selected secondary amines following the Mannich reaction conditions. Findings revealed that Mannich reaction did not take place at the acetyl function but
Magdy Shebl
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(4), 850-859 (2007-11-13)
A tetradentate N2O2 donor Schiff base ligand, H2L, was synthesized by the condensation of 4,6-diacetylresorcinol with benzylamine. The structure of the ligand was elucidated by elemental analyses, IR, 1H NMR, electronic and mass spectra. Reaction of the Schiff base ligand
Spectral characterization and biological evaluation of Schiff bases and their mixed ligand metal complexes derived from 4, 6-diacetylresorcinol.
Pandya JH, et al.
Journal of Saudi Chemical Society, 18(3), 190-199 (2011)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service