C101605
1,3-Cyclohexanedione
97%
Synonym(s):
Dihydroresorcinol
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About This Item
Linear Formula:
C6H8(=O)2
CAS Number:
Molecular Weight:
112.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-980-0
Beilstein/REAXYS Number:
385888
MDL number:
Assay:
97%
Form:
powder
InChI key
HJSLFCCWAKVHIW-UHFFFAOYSA-N
InChI
1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2
SMILES string
O=C1CCCC(=O)C1
assay
97%
form
powder
contains
1-3% sodium chloride as stabilizer
mp
101-105 °C (lit.)
storage temp.
2-8°C
Quality Level
Gene Information
human ... ACHE(43), BCHE(590), CES1(1066)
Related Categories
Application
1,3-Cyclohexanedione can be used as a building block in the synthesis of:
- 9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.
- [(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
ppe
Eyeshields, Gloves, type N95 (US)
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Clean synthesis of 1, 8-dioxo-dodecahydroxanthene derivatives catalyzed by polyaniline-p-toluenesulfonate salt in aqueous media
John A, et al.
J. Mol. Catal. A: Chem., 248(1-2), 121-125 (2006)
Ytterbium triflate catalyzed synthesis of ?-enaminones
Epifano F, et al.
Tetrahedron Letters, 48(15), 2717-2720 (2007)
Alkylation of Cyclic 1,3-Diketones
Thennati R, et al.
Synthetic Communications, 23, 3095-3095 (1993)
Sergey Molchanov et al.
Acta biochimica Polonica, 56(3), 447-454 (2009-07-22)
Triketone herbicides are inhibitors of 4-hydroxyphenylpyruvate dioxygenase (HPPD), a key enzyme of the tyrosine transformation pathway, common for plants and animals. One of these herbicides, 2-[2-nitro-4-(trifluoromethyl)benzoyl]-1,3-cyclohexanedione (NTBC), is so selective and efficient that it can be applied as a medicine
J K Beckman et al.
Lipids, 26(2), 155-161 (1991-02-11)
We have explored the use of thin-layer chromatography (TLC)/densitometry in both the reflectance and fluorescence mode for quantitation of specific products of lipid peroxidation. Aldehydic peroxidation products were generated by exposure of arachidonic acid to iron and ascorbic acid for
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