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Quality Level
Assay
99%
form
liquid
refractive index
n20/D 1.555 (lit.)
bp
93-95 °C/4 mmHg (lit.)
density
1.064 g/mL at 25 °C (lit.)
SMILES string
CC1Cc2ccccc2C1=O
InChI
1S/C10H10O/c1-7-6-8-4-2-3-5-9(8)10(7)11/h2-5,7H,6H2,1H3
InChI key
BEKNOGMQVKBMQN-UHFFFAOYSA-N
General description
2-Methyl-1-indanone, a α-benzocycloalkenone, is a derivative of 1-indanone. Its synthesis has been reported. The enzymatic dynamic kinetic resolution (DKR) of racemic 2-methyl-1-indanone has been studied. The asymmetric α-arylation and hydroxymethylation of 2-methyl-1-indanone has been reported. It participated in the synthesis of 2-methyl-6-carboxyazulene.
Application
2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone. It may be used in the synthesis of the following:
- cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate
- 2-hydroxy-2-methyl-1-indanone
- O-alkoxycarbonylation of lithium enolates
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Amino alcohol-mediated enantioselective syntheses of α-substituted indanones and tetralones, ammonium enolates as key intermediates.
Tetrahedron Asymmetry, 25(9), 697-704 (2014)
Structural effects in the Pd-induced enantioselective deprotection-decarboxylation of β-ketoesters.
Tetrahedron Asymmetry, 18(24), 2859-2868 (2007)
Selective and easy preparation of enol carbonates of α-disubstituted aryl ketones from their lithium enolates.
Tetrahedron Letters, 36(27), 4795-4796 (1995)
Chemical Society reviews, 42(24), 9268-9282 (2013-09-26)
Deracemisation of racemic compounds is still the most important strategy to produce optically pure compounds despite many recent advances in asymmetric synthesis. Especially deracemisation approaches that give rise to single enantiomers are preferred, which can be achieved either by invoking
Cyclophanes. 9. anti-[2.2](2, 6) Azulenophane. Synthesis and charge-transfer interaction.
Journal of the American Chemical Society, 99(11), 3797-3805 (1977)
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