Product Name: Indene
Synonyms: 1-indene;Indene, 90%, tech., stabilized;1H-Indene, 90+%, stab. with 0.01% 4-tert-butylcatechol;C6H4CH2CH:CH;Indene, synthesis grade;INDENE, REAG;Technicalindene;Indene tech
CAS: 95-13-6
MF: C9H8
MW: 116.16
EINECS: 202-393-6
Product Categories: E-LAnalytical Standards;Hydrocarbons;IChemical Class;Neats;Building Blocks;Chemical Synthesis;Arenes;Building Blocks;Organic Building Blocks;Alpha Sort;Alphabetic;Analytical Standards;AromaticsVolatiles/ Semivolatiles;Organic Building Blocks;Chemical Class
Mol File: 95-13-6.mol
Indene Structure
Indene Chemical Properties
Melting point −5-−3 °C(lit.)
Boiling point 181-182 °C(lit.)
density 0.996 g/mL at 25 °C(lit.)
vapor pressure 1.7 hPa (20 °C)
refractive index n20/D 1.595(lit.)
Fp 138 °F
storage temp. 2-8°C
solubility organic solvents: miscible
pka 20(at 25℃)
form Crystalline Powder
color White to pale yellow
Water Solubility INSOLUBLE
Sensitive Light Sensitive
Merck 14,4939
BRN 635873
Stability: Stable, but air and light sensitive; may polymerize upon exposure to light. Typically contains aroung 80 - 100 ppm of p-tert-butylcatechol as inhibitor. Refrigerate. Flammable. Incompatible with strong oxidizing agents.
InChIKey YBYIRNPNPLQARY-UHFFFAOYSA-N
CAS DataBase Reference 95-13-6(CAS DataBase Reference)
NIST Chemistry Reference Indene(95-13-6)
EPA Substance Registry System 1H-Indene(95-13-6)
Safety Information
Hazard Codes Xn
Risk Statements 10-65-36/37/38-20
Safety Statements 23-24/25-62-37/39-26
RIDADR UN 3295 3/PG 3
WGK Germany 1
RTECS NK8225000
F 8
TSCA Yes
HS Code 2902 90 00
HazardClass 3
PackingGroup III
Hazardous Substances Data 95-13-6(Hazardous Substances Data)
MSDS Information
Provider Language
SigmaAldrich English
ACROS English
ALFA English
Indene Usage And Synthesis
Description Indene (also called 1H-Indene, C9H8) is a flammable polycyclic hydrocarbon. It is a colorless and aromatic smelling liquid. It is used in the synthesis of new C60 derivative (indene-C60 Bisadduct) and to prepare polyindene by the controlled cationic polymerization initiated with cumyl methyl ether/TiCl4 in CH2Cl2. Polyindene is further used to synthesize polyolefins. Indene is also used in the synthesis of istatins, in the production of indene/cumarone thermoplastic resins, and in the production of hydrocarbon resins. These industrial resins, also called indene-coumarone resins, are mainly consumed by the paints & coatings, rubber, and construction industries.
It should be stored in a cool place. The container should be kept tightly closed in a dry and well-ventilated place. Containers which areopened must be carefully resealed and kept upright to prevent leakage. Indene is incompatible with strong oxidizing agents. Recommended storage temperature is 2 - 8°C. Indene is sensitive to light.
References [1] #
[2] #
[3] Stephen F. Hahn, Marc A. Hillmyer (2003) High glass transition temperature polyolefins obtained by the catalytic hydrogenation of polyindene, 36, 71-76.
Chemical Properties Yellow green clear liquid
Uses Preparation of coumarone-indene resins, intermediate.
Definition indene: A colourless flammable hydrocarbon,C9H8; r.d. 0.996; m.p.–1.8°C; b.p. 182.6°C. Indene is anaromatic hydrocarbon with a five-memberedring fused to a benzenering. It is present in coal tar and isused as a solvent and raw materialfor making other organic compounds.
General Description A colorless liquid derived from coal tar. Fp: -2°C; bp:182°C. Density 0.997 g cm-3. Insoluble in water but soluble in organic solvents.
Reactivity Profile Indene is combustible (flash point between 140°F and 200°F). Polymerizes and oxidizes on standing in the air. This reaction is accelerated by heating, acids, and catalysts, including peroxides. Has exploded during nitration with a mixture of H2SO4 and HNO3.
Hazard Toxic by inhalation.
Purification Methods Shake indene with 6M HCl for 24hours (to remove basic nitrogenous material), then reflux it with 40% NaOH for 2hours (to remove benzonitrile). Fractionally distil, then fractionally crystallise it by partial freezing. The higher-melting portion is converted to its sodium salt by adding a quarter of its weight of sodamide under nitrogen and stirring for 3hours at 120o. Unreacted organic material is distilled off at 120o/1mm. The sodium salts are hydrolysed with water, and the organic fraction is separated by steam disillation, followed by fractional distillation. Before use, the distillate is passed, under nitrogen, through a column of activated silica gel. It turns yellow in air as it readily oxidizes and polymerises. [Russell J Am Chem Soc 78 1041 1956, Beilstein 5 IV 1532.]