Indan

Base Information

• Chemical Name: Indan
• CAS No.: 496-11-7
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 29029090
• European Community (EC) Number: 207-814-7
• NSC Number: 5292
• UNII: H9SCX043IG
• DSSTox Substance ID: DTXSID4052132
• Nikkaji Number: J20.933C
• Wikipedia: Indane
• Wikidata: Q420109
• Metabolomics Workbench ID: 52206
• ChEMBL ID: CHEMBL370687
• Mol file: 496-11-7.mol

Synonyms:indan

Chemical Property of Indan

Chemical Property:

• Appearance/Colour: colourless to faintly yellow liquid
• Vapor Pressure: 1.47mmHg at 25°C
• Melting Point: -51 °C(lit.)
• Refractive Index: n20/D 1.537(lit.)
• Boiling Point: 176.499 °C at 760 mmHg
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 50 °C
• PSA: 0.00000
• Density: 0.997 g/cm³
• LogP: 2.17530
• Storage Temp.: Flammables area
• Solubility.: Soluble in alcohol, ether (Weast, 1986), and many aliphatic hydrocarbons (hexane, pentane), and aromatic hydrocarbons (benzene)
• Water Solubility.: Soluble in ethanol, diethyl ether, chloroform (slightly), and ether. Insoluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 118.078250319
• Heavy Atom Count: 9
• Complexity: 84.2

Purity/Quality:

97% ^*data from raw suppliers

Indan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn， F
• Hazard Codes: Xn,F
• Statements: 10-65
• Safety Statements: 23-24/25-62

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1CC2=CC=CC=C2C1
• Uses: Indane, is used as a catalytic agent, Petrochemical additive, used in organic synthesis. It is also used as pharmaceutical and chemical intermediate.

Technology Process of Indan

There total 195 articles about Indan 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: 99.0%

1-indene (95-13-6) → INDANE (496-11-7)

Guidance literature:

With hydrogen; lithium aluminium tetrahydride; nickelocene; In tetrahydrofuran; Ambient temperature; atmospheric pressure;

DOI:10.1016/S0040-4039(00)85217-X

Reference yield: 99.0%

1,2,3,4-tetrahydro-9H-fluorene (17057-95-3) + 1-indene (95-13-6) → 9H-fluorene (86-73-7) + INDANE (496-11-7)

Guidance literature:

Reference yield: 96.0%

inden-1-one (83-33-0) → INDANE (496-11-7)

Guidance literature:

With triethylsilane; trifluorormethanesulfonic acid; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1986-31773

upstream raw materials:

isoquinoline

1H-indene-1,3(2H)-dione

phenylpropane

(+/-)-3a-Methyl-cis-hexahydroindan

Downstream raw materials:

indan-2-yl-acetic acid methyl ester

methyl 2-(2,3-dihydro-1H-inden-1-yl)acetate

3-(5-indanylcarbonyl)-propionic acid

2-(indan-5-carbonyl)-benzoic acid

Refernces

FORMATION OF PERFLUORO-1,1,3-TRIMETHYLINDANE IN THE REACTION OF TRIMETHYLSILYLPENTAFLUOROBENZENE WITH PERFLUORO-4-METHYL-2-PENTENE

10.1007/BF00953645

The study investigates the intramolecular cyclization of pentafluorobenzene derivatives, focusing on the reaction of trimethylsilylpentafluorobenzene (I) with perfluoro-4-methyl-2-pentene (II) in the presence of cesium fluoride (CsF). This reaction unexpectedly yields approximately equal amounts of perfluoro-1,1,3-trimethylindane (IV) and perfluoro-4-methyl-2-phenyl-2-pentene (III). The authors propose a mechanism where the initial step involves nucleophilic pentafluorophenylation of olefin (II) by a complex of arylsilane (I) and CsF, leading to a perfluorinated carbanion (V). This carbanion can either lose a fluoride ion to form perfluorinated arylolefin (III) or undergo further reactions to form fluorinated indane (IV). The study also includes experimental details on the synthesis and characterization of these compounds, highlighting the unique formation of perfluoroindane derivatives through intramolecular nucleophilic cyclization.