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Merck
CN

391743

2-Methyl-1-indanone

99%

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About This Item

Empirical Formula (Hill Notation):
C10H10O
CAS Number:
Molecular Weight:
146.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Form:
liquid
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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.)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves



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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
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
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



Global Trade Item Number

SKUGTIN
391743-1G04061836677497
391743-5G04061836677510
391743-25G04061836677503