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Sigma-Aldrich

Indene

≥99%

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/REAXYS Number:
635873
EC Number:
202-393-6
MDL number:
MFCD00003777
UNSPSC Code:
12352100
PubChem Substance ID:
24851616
NACRES:
NA.22

assay

≥99%

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

signalword

Danger

hcodes

H226,H304

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

136.4 °F - closed cup

flash_point_c

58 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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)
Ram Shankar Upadhayaya et al.
Organic & biomolecular chemistry, 8(24), 5661-5673 (2010-10-12)
Prompted by our discovery of a new class of conformationally-locked indeno[2,1-c]quinolines as anti-mycobacterials, compounds 2a and 3a (Fig. 1; MIC < 0.39 μg mL(-1) and 0.78 μg mL(-1), respectively)(14) with a freely rotating C2-imidazolo substituent, we herein describe the synthesis
Song Tu et al.
Journal of agricultural and food chemistry, 56(13), 5247-5253 (2008-06-13)
Nineteen novel indene-substituted oxime ether strobilurins, which used an indene group to stabilize the ( E)-styryl group in SYP-Z071 (an unsaturated oxime strobilurin fungicide under development by the Shenyang Research Institute of Chemical Industry), were designed and synthesized. The biological
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