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About This Item
Empirical Formula (Hill Notation):
C10H10O
CAS Number:
Molecular Weight:
146.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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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Michał Rachwalski et al.
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
On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen.
Riahi A, et al.
New. J. Chem., 37(8), 2245-2249 (2013)
Michael W Justik et al.
Molecules (Basel, Switzerland), 10(1), 217-225 (2007-11-17)
The conversion of alpha-benzocycloalkenones to homologous beta-benzocyclo-alkenones containing six, seven and eight-membered rings is reported. This was accomplished via a Wittig olefination-oxidative rearrangement sequence using[hydroxy(tosyloxy)iodo]-benzene (HTIB) is the oxidant, that enables the synthesis of regioisomeric pairs of methyl-substituted beta-benzocycloalkenones. The
Shaozhong Ge et al.
Journal of the American Chemical Society, 133(41), 16330-16333 (2011-09-16)
We report the α-arylation of ketones with a range of aryl chlorides with enantioselectivities from 90 to 99% ee catalyzed by the combination of Ni(COD)(2) and (R)-BINAP and the coupling of ketones with a range of heteroaryl chlorides with enantioselectivities
Amino alcohol-mediated enantioselective syntheses of α-substituted indanones and tetralones, ammonium enolates as key intermediates.
Muzart J.
Tetrahedron Asymmetry, 25(9), 697-704 (2014)
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