Dehydroacetic acid - CAS 520-45-6
Catalog number:
520-45-6
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C8H8O4
Molecular Weight:
168.15
COA:
Inquire
Targets:
Others
Description:
Dehydroacetic acid is a pyrone derivative used mostly as a fungicide and bactericide.
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Purity:
≥98%
Appearance:
White to off-white powder
Synonyms:
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione; 3-acetyl-6-methylpyran-2,4-dione;
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
A fungicide and bactericide.
Quality Standard:
Enterprise Standard/USP
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Grams-Kilos
Boiling Point:
270 °C(lit.)
Melting Point:
111-113 °C(lit.)
InChIKey:
PGRHXDWITVMQBC-UHFFFAOYSA-N
InChI:
1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3
Canonical SMILES:
CC1=CC(=O)C(C(=O)O1)C(=O)C
Current Developer:
Lonza
1.Bidentate coordinating behaviour of chalcone based ligands towards oxocations: VO(IV) and Mo(V).
Thaker BT1, Barvalia RS. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Aug;112:101-9. doi: 10.1016/j.saa.2013.03.002. Epub 2013 Apr 15.
We synthesized and studied the coordinating behaviour of chalcone based ligands derived from DHA and n-alkoxy benzaldehyde and their complexes of VO(IV) and MoO(V). The chalcone ligands are characterized by elemental analyses, UV-visible, IR, (1)H NMR, and mass spectra. The resulting oxocation complexes are also characterized by elemental analyses, IR, (1)H NMR, electronic, electron spin resonance spectra, magnetic susceptibility measurement and molar conductance studies. The IR and (1)H NMR spectral data suggest that the chalcone ligands behave as a monobasic bidentate with O:O donor sequence towards metal ion. The molar conductivity data show them to be non-electrolytes. From the electronic, magnetic and ESR spectral data suggest that all the chalcone ligand complexes of VO(IV) and MoO(V) have distorted octahedral geometry.
2.Aspergillus oryzae CsyB catalyzes the condensation of two β-ketoacyl-CoAs to form 3-acetyl-4-hydroxy-6-alkyl-α-pyrone.
Hashimoto M1, Koen T1, Takahashi H1, Suda C1, Kitamoto K2, Fujii I3. J Biol Chem. 2014 Jul 18;289(29):19976-84. doi: 10.1074/jbc.M114.569095. Epub 2014 Jun 3.
The type III polyketide synthases from fungi produce a variety of secondary metabolites including pyrones, resorcinols, and resorcylic acids. We previously reported that CsyB from Aspergillus oryzae forms α-pyrone csypyrone B compounds when expressed in A. oryzae. Feeding experiments of labeled acetates indicated that a fatty acyl starter is involved in the reaction catalyzed by CsyB. Here we report the in vivo and in vitro reconstitution analysis of CsyB. When CsyB was expressed in Escherichia coli, we observed the production of 3-acetyl-4-hydroxy-α-pyrones with saturated or unsaturated straight aliphatic chains of C9-C17 in length at the 6 position. Subsequent in vitro analysis using recombinant CsyB revealed that CsyB could accept butyryl-CoA as a starter substrate and malonyl-CoA and acetoacetyl-CoA as extender substrates to form 3-acetyl-4-hydroxy-6-propyl-α-pyrone. CsyB also afforded dehydroacetic acid from two molecules of acetoacetyl-CoA.
3.Spectral and thermal characterization of 3-acetyl-5-azophenyl-4-hydroxy-6-methyl-pyran-2-one and its metal complexes.
Seth S1, Aravindakshan KK. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Aug;112:276-9. doi: 10.1016/j.saa.2013.04.046. Epub 2013 Apr 23.
Five chelates of 3-acetyl-5-azophenyl-4-hydroxy-6-methyl-pyran-2-one (phenylazo dehydroacetic acid) with Cr(III), Fe(III), Ni(II), Cu(II) and Zn(II) have been synthesized and characterized by elemental analysis, magnetic susceptibility measurements, electronic, (1)H NMR, FAB mass, IR-spectral and thermal (TG/DTG) analytical techniques. In the present work it has been found that oxygen of the deprotonated OH group and one of the azo-nitrogens of the ligand take part in coordination. The Cr(III), Fe(III) and Ni(II) complexes were found to be having octahedral geometry and the Cu(II) and Zn(II) tetrahedral.
4.[Identification of benzoic acid, sorbic aicid and dehydroacetic acid residues in alcoholic drinks and beverages].
Zhu H1, Chen X2, Zhao Y2, Li X2, Pan S2, Jin M2. Wei Sheng Yan Jiu. 2014 Jan;43(1):116-20.
OBJECTIVE: To establish a qualitative system for the identification of benzoic acid, sorbic acid and dehydroacetic acid residues in alcoholic drinks and beverages by ultra-fast liquid chromatography coupled with electrospray ionization tandem mass spectrometry (UFLC/ESI-MS/MS).
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CAS 520-45-6 Dehydroacetic acid

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