Indene

Base Information

• Chemical Name: Indene
• CAS No.: 95-13-6
• Molecular Formula: C9H8
• Molecular Weight: 119.139
• Hs Code.: 2902 90 00
• European Community (EC) Number: 202-393-6
• NSC Number: 62567,9270
• UN Number: 1993
• UNII: 67H8Y6LB8A
• DSSTox Substance ID: DTXSID8042052
• Nikkaji Number: J4.708B
• Wikipedia: Indene
• Wikidata: Q421008,Q27115417
• Metabolomics Workbench ID: 52296
• ChEMBL ID: CHEMBL192812
• Mol file: 95-13-6.mol

Synonyms:indene

Chemical Property of Indene

Chemical Property:

• Appearance/Colour: pale yellow to orange liquid
• Vapor Pressure: 1.15mmHg at 25°C
• Melting Point: -5 - -3 °C(lit.)
• Refractive Index: n20/D 1.595(lit.)
• Boiling Point: 181.599 °C at 760 mmHg
• PKA: 20(at 25℃)
• Flash Point: 58.889 °C
• PSA: 0.00000
• Density: 1.039 g/cm³
• LogP: 2.25590
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: organic solvents: miscible
• Water Solubility.: INSOLUBLE
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 116.062600255
• Heavy Atom Count: 9
• Complexity: 124
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Indene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-65-36/37/38-20
• Safety Statements: 23-24/25-62-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1C=CC2=CC=CC=C21
• 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.
• Uses: Preparation of coumarone-indene resins, intermediate. Preparation of coumarone-indene resins 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.

Technology Process of Indene

There total 339 articles about Indene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

2-Ethyltoluene (611-14-3) → 1-methyl-2-vinyl-benzene (611-15-4) + 1-indene (95-13-6)

Guidance literature:

In 12H₂ S; nitrogen;

Reference yield: 25.0%

bis-<2-(ethylthio)benzyl> oxalate (345652-13-3) → 1,3-dihydro-1-methylbenzothiophen (94636-81-4) + 2-methyl-2,3-dihydro-benzo[b]thiophene (6165-55-5) + 1-methyl-2-vinyl-benzene (611-15-4) + 1-indene (95-13-6)

Guidance literature:

at 750 ℃; for 1h; under 0.001 Torr;

Reference yield: 25.0%

bis-<2-(ethylthio)benzyl> oxalate (345652-13-3) → 1,3-dihydro-1-methylbenzothiophen (94636-81-4) + 2-methyl-2,3-dihydro-benzo[b]thiophene (6165-55-5) + 1-methyl-2-vinyl-benzene (611-15-4) + C9H11S (86509-89-9) + 1-indene (95-13-6)

Guidance literature:

at 750 ℃; for 1h; under 0.001 Torr; Product distribution;

upstream raw materials:

diethyl ether

1-methyl-4-nitrosobenzene

me(1-ind)SiCl₂

cis-hydrindane

Downstream raw materials:

3-phenyl-4,8b-dihydro-3aH-indeno[2,1-d]isoxazole

1-<3,4-Methylendioxy-benzyliden>-inden

2,3-bis-benzo[1,3]dioxol-5-yl-1,4-diphenyl-1,4,4a,9a-tetrahydro-1,4-methano-fluoren-10-one

1-(4-methylbenzylidene)-1H-indene

Refernces

• 1、 Herberich, Gerhard E.,Barday, Estelle,Fischer, Andreas. "Synthesis of borylindenides; Structure of [Li(N,N′,N″-Me3-1,3,5-C3H6N 3)][1-C9H6{B(NMe2)2}]". . p. 127 - 131. Retrieved 1998.
• 2、 Fischer. "Can N-alkyl- and N-arylimidazoles be prepared directly from alcohols and phenols with N,N'-carbonyldiimidazole?". . p. 29 - 30. Retrieved 2002.
• 3、 Barham, Joshua P.,K?nig, Burkhard,Karl, Tobias A.,Reiter, Sebastian,Tian, Xianhai,Yakubov, Shahboz,de Vivie-Riedle, Regina. "Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions". supporting information. p. 20817 - 20825. Retrieved 2021/08/18.
• 4、 Lee, Yeong Jin,Shin, Jeong Won,Yoo, Byung Woo. "Mild and efficient desulfurization of thiiranes with MoCl5/Zn system". . . Retrieved 2021/11/10.