1685-82-1

Basic information

• Product Name: 4,6-Dimethylindan
• Synonyms: Indan,4,6-dimethyl- (7CI,8CI); 4,6-Dimethylindan; NSC 78725
• CAS NO: 1685-82-1
• Molecular Formula: C11H14
• Molecular Weight: 0
• Mol File: 1685-82-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 225.1°C at 760 mmHg
• Flash Point: 83.6°C
• Appearance: /
• Density: 0.967g/cm³
• Vapor Pressure: 0.132mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 4,6-Dimethylindan(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dimethylindan(1685-82-1)
• EPA Substance Registry System: 4,6-Dimethylindan(1685-82-1)

Safety Data

• Hazardous Substances Data: 1685-82-1(Hazardous Substances Data)

Usage

General Description

4,6-Dimethylindan is a chemical compound that consists of a benzene ring fused to a cyclopentane ring with two methyl groups attached at the 4 and 6 positions on the benzene ring. It is a colorless liquid with a molecular formula of C11H14. 4,6-Dimethylindan is used in the synthesis of pharmaceuticals and agrochemicals due to its versatile reactivity and unique structural features. It is also used as a building block in the production of fragrances and flavors. Additionally, it has been studied for its potential application in organic solar cells and organic light-emitting diodes due to its photoactive properties. Despite its potential uses, 4,6-Dimethylindan poses health and environmental risks, and proper handling and disposal measures must be taken to minimize its adverse effects.

InChI:InChI=1/C11H14/c1-8-6-9(2)11-5-3-4-10(11)7-8/h6-7H,3-5H2,1-2H3

Upstream product

• 769-25-5 2,4,6-trimethylstyrene 
• 15764-16-6 2,4-dimethylbenzaldehyde 
• 1685-80-9 2,4-dimethylcinnamic acid 
• 1811-85-4 3-(2,4-dimethylphenyl)propionic acid 
• 1685-81-0 4,6-dimethyl-2,3-dihydro-1H-inden-1-one 

Downstream Products

• 479-47-0 benzene-1,2,3,5-tetracarboxylic acid 
• 6682-69-5 5,7-dimethylindan-1-one 
• 1685-81-0 4,6-dimethyl-2,3-dihydro-1H-inden-1-one 

Relevant articles and documents

Catalytic Dehydrogenative C-C Coupling by a Pincer-Ligated Iridium Complex

The pincer-iridium fragment (iPrPCP)Ir (RPCP = ?3-2,6-C6H3(CH2PR2)2) has been found to catalyze the dehydrogenative coupling of vinyl arenes to afford predominantly (E,E)-1,4-diaryl-1,3-butadienes. The eliminated hydrogen can undergo addition to another molecule of vinyl arene, resulting in an overall disproportionation reaction with 1 equiv of ethyl arene formed for each equivalent of diarylbutadiene produced. Alternatively, sacrificial hydrogen acceptors (e.g., tert-butylethylene) can be added to the solution for this purpose. Diarylbutadienes are isolated in moderate to good yields, up to ca. 90% based on the disproportionation reaction. The results of DFT calculations and experiments with substituted styrenes indicate that the coupling proceeds via double C-H addition of a styrene molecule, at β-vinyl and ortho-aryl positions, to give an iridium(III) metalloindene intermediate; this intermediate then adds a β-vinyl C-H bond of a second styrene molecule before reductively eliminating product. Several metalloindene complexes have been isolated and crystallographically characterized. In accord with the proposed mechanism, substitution at the ortho-aryl positions of the styrene precludes dehydrogenative homocoupling. In the case of 2,4,6-trimethylstyrene, dehydrogenative coupling of β-vinyl and ortho-methyl C-H bonds affords dimethylindene, demonstrating that the dehydrogenative coupling is not limited to C(sp2)-H bonds.