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146692

Sigma-Aldrich

2-Indanone

98%

Synonym(s):

β-Hydrindone

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About This Item

Empirical Formula (Hill Notation):
C9H8O
CAS Number:
615-13-4
Molecular Weight:
132.16
Beilstein/REAXYS Number:
636550
EC Number:
210-410-3
MDL number:
MFCD00003792
UNSPSC Code:
12352100
PubChem Substance ID:
24848793
NACRES:
NA.22

assay

98%

form

solid

impurities

≤2.0% water

mp

51-54 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C1Cc2ccccc2C1

InChI

1S/C9H8O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4H,5-6H2

InChI key

UMJJFEIKYGFCAT-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. 2-Indanone on photolysis by 266-nm one-photon excitation yields o-xylylene.

Application

2-Indanone was used as starting reagent in the synthesis of indene-fused porphyrins.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Spectroscopic studies on photochemical formation of o-xylylene in solution.
Fujiwara M, et al.
The Journal of Physical Chemistry A, 101(27), 4912-4915 (1997)
Tu-Hsin Yan et al.
Organic letters, 15(22), 5802-5805 (2013-11-07)
TiCl4-Mg can mediate addition of CHBr3 to a variety of aldehydes and ketones to form dibromomethyl carbinols and also be used to effect CBr3 transfer to carbonyl groups to form tribromomethyl carbinols. The successful application of TiCl4-Mg-promoted coupling of CHBr3
Timothy D Lash et al.
The Journal of organic chemistry, 76(13), 5335-5345 (2011-05-24)
Indene-fused porphyrins have been synthesized starting from 2-indanone. Knorr-type reaction of oximes derived from benzyl or tert-butyl acetoacetate with 2-indanone and zinc dust in propionic acid gave good yields of indenopyrroles. Treatment with N-chlorosuccinimide then gave 8-chloro derivatives, and these
Laura E Korhonen et al.
Journal of medicinal chemistry, 48(11), 3808-3815 (2005-05-27)
The purpose of this study was to determine the cytochrome P450 1A2 (CYP1A2) inhibition potencies of structurally diverse compounds to create a comprehensive three-dimensional quantitative structure-activity relationship (3D-QSAR) model of CYP1A2 inhibitors and to use this model to predict the

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