Hexahydroindan

Base Information

• Chemical Name: Hexahydroindan
• CAS No.: 496-10-6
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• European Community (EC) Number: 207-813-1,679-907-4
• NSC Number: 76669
• DSSTox Substance ID: DTXSID40870562
• Nikkaji Number: J182.243H
• Wikidata: Q5673229
• Mol file: 496-10-6.mol

Synonyms:bicyclo(4.3.0)nonane

Chemical Property of Hexahydroindan

Chemical Property:

• Vapor Pressure: 3.02mmHg at 25°C
• Melting Point: -53°C
• Refractive Index: 1.474
• Boiling Point: 161 °C at 760 mmHg
• Flash Point: 37.3 °C
• PSA: 0.00000
• Density: 0.882 g/cm³
• LogP: 2.97670
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 124.125200510
• Heavy Atom Count: 9
• Complexity: 84.2

Purity/Quality:

99% ^*data from raw suppliers

Bicyclo[4.3.0]nonane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC2CCCC2C1

Technology Process of Hexahydroindan

There total 16 articles about Hexahydroindan 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: 88.0%

indan-1,2,3-trione hydrate (485-47-2) → hydrindane (496-10-6)

Guidance literature:

With rhodium(III) chloride; hydrogen; In 2,2,2-trifluoroethanol; at 100 ℃; for 10h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1039/d1cy01504d

Reference yield: 78.0%

INDANE (496-11-7) → hydrindane (496-10-6)

Guidance literature:

INDANE; With lithium; ethylenediamine; Reflux;

With palladium 10% on activated carbon; hydrogen; In methanol; for 24h;

DOI:10.3998/ark.5550190.p008.195

Reference yield: 1.6%

4-Bromo-nona-1,8-diene (80056-37-7) → (3aS)-(3ar,7at)-octahydroindene (496-10-6,3296-50-2,4551-51-3,38105-99-6,123807-66-9) + endo-3-methyl-cis-bicyclo(3.3.0)octane (1551-79-7) + exo-3-Methyl-cis-bicyclo<3.3.0>octan (1551-78-6) + 3-methyl-trans-bicyclo<3.3.0>octane (1551-78-6,1551-79-7,3868-64-2,80056-35-5) + trans-Allyl-2-methylcyclopentan (50746-53-7,80056-34-4) + (1S,2S)-1-Allyl-2-methyl-cyclopentane (50746-53-7,80056-34-4)

Guidance literature:

With tri-n-butyl-tin hydride; Product distribution;

DOI:10.1016/S0040-4039(01)90559-3

upstream raw materials:

4-Bromo-nona-1,8-diene

INDANE

1-indene

indole

Downstream raw materials:

(1α,6β)-Bicyclo<4.3.0>nonan-1-ol

(1α,6α)-Bicyclo<4.3.0>nonan-1-ol

nitrobenzene

INDANE

Refernces

• 1、 -. "Fused-ring alkane fuel and photocatalytic preparation process thereof". Page/Page column 0027; 0028. . Retrieved 2020/07/05.
• 2、 Ozer, Melek Sermin,Kilbas, Benan,Balci, Metin. "High temperature bromination Part XXIII: Bromination of octahydro-1H-indene and octahydro-1H-4,7-methanoindene". . p. 388 - 404. Retrieved 2014/01/23.