Indene
Synonym(s):Indene
- CAS NO.:95-13-6
- Empirical Formula: C9H8
- Molecular Weight: 116.16
- MDL number: MFCD00003777
- EINECS: 202-393-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-14 11:55:41
What is Indene?
Chemical properties
Yellow green clear liquid
The Uses of Indene
Preparation of coumarone-indene resins, intermediate.
The Uses of Indene
Preparation of coumarone-indene resins
The Uses of Indene
1H-Indene is a building block that has been used in the synthesis of isatins. It 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.
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.
Synthesis Reference(s)
Tetrahedron Letters, 18, p. 49, 1977 DOI: 10.1016/S0040-4039(01)92547-X
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.
Health Hazard
Indene is expected to be an irritant of the mucous membranes.
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.]
Properties of Indene
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 | n |
Flash point: | 138 °F |
storage temp. | 2-8°C |
solubility | organic solvents: miscible |
form | Crystalline Powder |
pka | 20(at 25℃) |
color | White to pale yellow |
Odor Threshold | 0.0038ppm |
Water Solubility | INSOLUBLE |
Sensitive | Light Sensitive |
Merck | 14,4939 |
BRN | 635873 |
Exposure limits | ACGIH: TWA 5 ppm NIOSH: TWA 10 ppm(45 mg/m3) |
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. |
CAS DataBase Reference | 95-13-6(CAS DataBase Reference) |
NIST Chemistry Reference | Indene(95-13-6) |
EPA Substance Registry System | Indene (95-13-6) |
Safety information for Indene
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Health Hazard GHS08 |
GHS Hazard Statements |
H226:Flammable liquids H304:Aspiration hazard |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P331:Do NOT induce vomiting. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
Computed Descriptors for Indene
InChIKey | YBYIRNPNPLQARY-UHFFFAOYSA-N |
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