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168769

Sigma-Aldrich

Indene

98%

Synonym(s):

Indonaphthene

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About This Item

Empirical Formula (Hill Notation):
C9H8
CAS Number:
95-13-6
Molecular Weight:
116.16
Beilstein:
635873
EC Number:
202-393-6
MDL number:
MFCD00003777
UNSPSC Code:
12352100
eCl@ss:
39011614
PubChem Substance ID:
24850253
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.595 (lit.)

bp

181-182 °C (lit.)

mp

−5-−3 °C (lit.)

solubility

organic solvents: miscible
water: insoluble

density

0.996 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1C=Cc2ccccc12

InChI

1S/C9H8/c1-2-5-9-7-3-6-8(9)4-1/h1-6H,7H2

InChI key

YBYIRNPNPLQARY-UHFFFAOYSA-N

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General description

Indene is oxidized to mixtures of cis- and trans-indandiols and related metabolites by Pseudomonas putida and Rhodococcus sp.

Application

Indene was used in the synthesis of new C60 derivative, indene-C60 bisadduct. It was used in preparing polyindene by the controlled cationic polymerization initiated with cumyl methyl ether/TiCl4 in CH2Cl2.

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H226,H304

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

136.4 °F - closed cup

Flash Point(C)

58 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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High glass transition temperature polyolefins obtained by the catalytic hydrogenation of polyindene.
Hahn SF and Hillmyer MA.
Macromolecules, 36(1), 71-76 (2003)
B C Buckland et al.
Metabolic engineering, 1(1), 63-74 (2000-08-10)
Indene is oxidized to mixtures of cis- and trans-indandiols and related metabolites by Pseudomonas putida and Rhodococcus sp. isolates. Indene metabolism is consistent with monooxygenase and dioxygenase activity. P. putida resolves enantiomeric mixtures of cis-1,2-indandiol by further selective oxidation of
Youjun He et al.
Journal of the American Chemical Society, 132(4), 1377-1382 (2010-01-09)
Polymer solar cells (PSCs) are commonly composed of a blend film of a conjugated polymer donor and a soluble C(60) derivative acceptor sandwiched between an ITO anode and a low-workfunction metal cathode. Poly(3-hexylthiophene) (P3HT) and [6,6]-phenyl-C-61-butyric acid methyl ester (PCBM)
Helga Seyler et al.
The Journal of organic chemistry, 76(9), 3551-3556 (2011-03-12)
Various fullerene-based electron acceptor materials for organic photovoltaic applications were prepared via [3+2] and [4+2] cycloadditions using a continuous flow approach. The 1,3-dipolar cycloaddition of the tosylhydrazone precursor and the Diels-Alder cycloaddition of indene to either C(60) or C(70) under
Ermitas Alcalde et al.
Journal of medicinal chemistry, 52(3), 675-687 (2009-01-23)
Scaffold selection involving an indole-to-indene core change led to the discovery of a series of indenylsulfonamides that act as 5-HT6 serotonin receptor agonists. The variety of the targeted ligands and their synthetic complexity required multistep synthetic approaches. The novel indenylsulfonamides
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