Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

391743

Sigma-Aldrich

2-Methyl-1-indanone

99%

Sign Into View Organizational & Contract Pricing


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

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.)

functional group

ketone

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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
Taku Kitanosono et al.
Chemistry, an Asian journal, 10(1), 133-138 (2014-10-29)
Enzymes exhibit overwhelmingly superior catalysis compared with artificial catalysts. Current strategies to rival enzymatic catalysis require unmodified or minimally modified structures of active sites, gigantic molecular weight, and sometimes the use of harsh conditions such as extremely low temperatures in

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service