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Documentos Principais

391794

Sigma-Aldrich

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

99%

Sinônimo(s):

4,6-Diacetylresorcinol

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About This Item

Fórmula linear:
(HO)2C6H2(COCH3)2
Número CAS:
Peso molecular:
194.18
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

99%

pf

178-180 °C (lit.)

grupo funcional

ketone

cadeia de caracteres SMILES

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

chave InChI

GEYCQLIOGQPPFM-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Cahit Demetgül
Carbohydrate polymers, 89(2), 354-361 (2012-06-20)
In this study, a new chitosan derivative (ketimine) was synthesized by condensation of chitosan with 4,6-diacetylresorcinol (DAR) at heterogeneous medium. The ketimine derivative of chitosan (DAR-chitosan) was characterized by elemental (C, H, N), spectral (DR-UV-vis and FT-IR spectroscopy), structural (powder
Structure of 4, 6-diacetylresorcinol.
Kokila MK, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 48(6), 1133-1134 (1992)
A Facile Synthesis of 2-Benzoyl-6-Hydroxy-3-Methyl-5-(2-Substituted-2, 3-Dihydro-1H-1,5-Benzodiazepin-4-YL) Benzo [b] Furans.
Reddy K, et al.
Synthetic Communications, 30(10), 1825-1836 (2000)
M Shebl et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 75(1), 428-436 (2009-12-08)
Mono- and binuclear VO(IV), Ce(III), Th(IV) and UO(2)(VI) complexes of thiosemicarbazone, semicarbazone and thiocarbohydrazone ligands derived from 4,6-diacetylresorcinol were synthesized. The structures of these complexes were elucidated by elemental analyses, IR, UV-vis, ESR, (1)H NMR and mass spectra as well
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

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