ChemicalBook--->CAS DataBase List--->1685-81-0

1685-81-0

1685-81-0 Structure

1685-81-0 Structure
IdentificationBack Directory
[Name]

4,6-DIMETHYL-1-INDANONE
[CAS]

1685-81-0
[Synonyms]

4,6-DIMETHYL-1-INDANONE
4,6-Dimethyl-indan-1-one
4,6-Dimethyl-2,3-dihydro-1H-inden-1-one
1H-inden-1-one, 2,3-dihydro-4,6-dimethyl-
[Molecular Formula]

C11H12O
[MDL Number]

MFCD09908137
[MOL File]

1685-81-0.mol
[Molecular Weight]

160.21
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

4,6-DIMETHYL-1-INDANONE(1685-81-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-(2,4-DIMETHYLPHENYL)PROPIONIC ACID

1811-85-4

4,6-DIMETHYL-1-INDANONE

1685-81-0

To 3-(2,4-dimethylphenyl)propionic acid (5.63 g, 14.4 mmol) was added polyphosphoric acid (138 g) and the mixture was stirred at 90 °C for 1 hour. Upon completion of the reaction, the reaction solution was poured into ice water to quench the reaction and the organic phase was extracted with dichloromethane. The organic layer was washed sequentially with water and saturated sodium chloride solution, followed by drying with anhydrous magnesium sulfate and filtration. The solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent ratio: hexane/ethyl acetate = 100:0 to 0:100, v/v) to afford the target compound 4,6-dimethyl-2,3-dihydro-1H-inden-1-one as a white solid (4.62 g, yield: 91%).1H NMR (CDCl3, 400 MHz) data were as follows: δ2.32 (3H, s ), 2.37 (3H, s), 2.68-2.71 (2H, m), 2.96-2.99 (2H, m), 7.24 (1H, s), 7.40 (1H, s).

[References]

[1] Patent: US2011/53974, 2011, A1. Location in patent: Page/Page column 78-79
[2] Bulletin de la Societe Chimique de France, 1965, p. 785 - 787
[3] Bulletin de la Societe Chimique de France, 1970, p. 1466 - 1473
[4] Louvain Medical, 1974, vol. 93, # 4, p. 189 - 194
[5] Journal of Heterocyclic Chemistry, 1987, vol. 24, # 3, p. 677 - 682
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