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193828

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

Quality Level

100

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4897
MKCT1464
MKCT8582
MKCR9260
MKCK4378

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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
High glass transition temperature polyolefins obtained by the catalytic hydrogenation of polyindene.
Hahn SF and Hillmyer MA.
Macromolecules, 36(1), 71-76 (2003)
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)
Lucas J Gursky et al.
Applied microbiology and biotechnology, 85(4), 995-1004 (2009-07-02)
The styAB genes from Pseudomonas putida CA-3, which encode styrene monooxygenase, were subjected to three rounds of in vitro evolution using error-prone polymerase chain reaction with a view to improving the rate of styrene oxide and indene oxide formation. Improvements
Zhi-Qiang Wang et al.
Organic letters, 13(1), 14-17 (2010-12-03)
An iron-mediated tandem annulation strategy has been developed for the synthesis of numerous functional indeno[1,2-c]chromenes and 5H-naphtho[1,2-c]chromenes. This work is the first to disclose an iron-mediated method through sequential electrophilic addition of a ketone to an alkyne and annulation tandem
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