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I2304

Sigma-Aldrich

1-Indanone

ReagentPlus®, ≥99%

Synonym(s):

1-Oxoindane, α-Hydrindone

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About This Item

Empirical Formula (Hill Notation):
C9H8O
CAS Number:
83-33-0
Molecular Weight:
132.16
Beilstein/REAXYS Number:
507957
EC Number:
201-470-1
MDL number:
MFCD00003785
UNSPSC Code:
12352100
PubChem Substance ID:
24895974
NACRES:
NA.22

product line

ReagentPlus®

assay

≥99%

bp

243-245 °C (lit.)

mp

38-40 °C (lit.)

density

1.103 g/mL at 25 °C (lit.)

SMILES string

O=C1CCc2ccccc12

InChI

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

InChI key

QNXSIUBBGPHDDE-UHFFFAOYSA-N

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Application

1-Indanone can be used to synthesize:
  • 11H-Indeno-[1,2-b]-quinolin-10-ylamine, a potential acetylcholinesterase inhibitor for the treatment of Alzheimer′s disease.
  • CoumBARAC (coumarin fused biarylazacyclooctynone) for fluorogenic real-time imaging of azide-labeled biomolecules.
  • Light emitting, organic semiconductors such as 4-pyrenyl-2-piperidin-1-yl-9H-fluorene-1-carbonitrile and bisindenoanthrazolines for organic light emitting diode (OLED) applications.


It can also be used to build other indan-based systems like truxene, prekinamycin, indan-C60 and biindanylidenes.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

233.0 °F - closed cup

flash_point_c

111.67 °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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Highly efficient phosphorescent light-emitting diodes by using an electron-transport material with high electron affinity.
Earmme T, et al.
The Journal of Physical Chemistry C, 113(43), 18448-18450 (2009)
Acetylcholinesterase inhibitors for potential use in Alzheimer's disease: molecular modeling, synthesis and kinetic evaluation of 11H-indeno-[1, 2-b]-quinolin-10-ylamine derivatives.
Rampa A, et al.
Bioorganic & Medicinal Chemistry, 8(3), 497-506 (2000)
Donor-acceptor 9-uncapped fluorenes and fluorenones as stable blue light emitters.
Goel A, et al.
Organic Letters, 11(6), 1289-1292 (2009)
Indan-C 60: from a crystalline molecule to photovoltaic application.
Wang T, et al.
Chemical Communications (Cambridge, England), 49(85), 9923-9925 (2013)
Trisannulated benzene derivatives by acid catalyzed aldol cyclotrimerizations of cyclic ketones. Methodology development and mechanistic insight.
Amick AW and Scott LT.
The Journal of Organic Chemistry, 72(9), 3412-3418 (2007)
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