346578
5-Phenyl-1,3-cyclohexanedione
96%
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About This Item
Linear Formula:
C6H5C6H7(=O)2
CAS Number:
Molecular Weight:
188.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
5-Phenyl-1,3-cyclohexanedione, 96%
InChI
1S/C12H12O2/c13-11-6-10(7-12(14)8-11)9-4-2-1-3-5-9/h1-5,10H,6-8H2
SMILES string
O=C1CC(CC(=O)C1)c2ccccc2
InChI key
UPPYKNLSSLIIAZ-UHFFFAOYSA-N
assay
96%
mp
188 °C (lit.)
functional group
ketone
phenyl
Application
5-Phenyl-1,3-cyclohexanedione may be used:
- in the synthesis of hexahydrobenzo[a]phenanthridin-4-one derivatives via condensation with N-arylmethylene-2-naphthylamines
- in the preparation of benzophenanthridine derivatives
- in the preparation of iodonium betaine
- in the synthesis of various 2H-pyrans by iodine-catalyzed reactions
General description
5-Phenyl-1,3-cyclohexanedione is a 1,3-diketone. Reaction of 5-phenyl-1,3-cyclohexanedione with N-substituted isatins in pyrindine has been investigated.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Efforts toward the synthesis of liphatic iodonium salts.
Dence JB and Roberts JD.
The Journal of Organic Chemistry, 33(3), 1251-1253 (1968)
Chunhui Dai et al.
Beilstein journal of organic chemistry, 8, 986-993 (2012-09-29)
A mild and practical synthesis of spirooxindole [1,3]oxazino derivatives from N-substituted isatins and 1,3-dicarbonyl compounds with pyridine derivatives is reported. The reactions provided good to excellent yields. Further exploration of the molecular diversity of these compounds is demonstrated through Diels-Alder
Synthesis of Benzo [a] phenanthridine Derivatives by Condensation of N-Arylmethylene-2-naphthylamines with 5-Phenyl-and 5-(p-Methoxyphenyl)-1, 3-cyclohexanediones.
Kozlov NG, et al.
Russ. J. Gen. Chem., 72(8), 1238-1242 (2002)
Reactions of bisazomethines of the naphtalene series with 1, 3-diketones.
Kozlov SN, et al.
Russ. J. Gen. Chem., 73(9), 1424-1440 (2009)
Iodine-Catalyzed One-Pot Synthesis of 2H-Pyrans by Domino Knoevenagel/6p-Electrocylization.
Jung EJ, et al.
Bull. Korean Chem. Soc., 30, 2833-2836 (2009)
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