1075-22-5

Basic information

• Product Name: 5,6-Dimethylindane
• Synonyms: 5,6-Dimethylindane
• CAS NO: 1075-22-5
• Molecular Formula: C11H14
• Molecular Weight: 146.23
• Mol File: 1075-22-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: -1.5°C (estimate)
• Boiling Point: 225.87°C (rough estimate)
• Flash Point: 85.2°C
• Appearance: /
• Density: 0.9449
• Vapor Pressure: 0.115mmHg at 25°C
• Refractive Index: 1.5360
• CAS DataBase Reference: 5,6-Dimethylindane(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-Dimethylindane(1075-22-5)
• EPA Substance Registry System: 5,6-Dimethylindane(1075-22-5)

Safety Data

• Hazardous Substances Data: 1075-22-5(Hazardous Substances Data)

Usage

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

Upstream product

• 16440-97-4 5,6-Dimethylindan-1-one 
• 5973-71-7 3,4-dimethylbenzaldehyde 
• 25173-76-6 3-(3,4-dimethylphenyl)propionic acid 
• 147219-20-3 3-(3,4-Dimethylphenyl)-propensaeure 
• 26801-37-6 3-(3,4-dimethylphenyl)propionyl chloride 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 3205-94-5 1-cyclopentene-1,2-dicarboxylic anhydride 
• 7344-15-2 3,4-dimethyl-cis-bicyclo<4.3.0>nona-3,7-diene 
• 50919-80-7 5,6-dimethylindan-1,3-dione 
• 108038-83-1 5,6-dimethyl-4,7-dihydro-indane-3ar,7ac-dicarboxylic acid-anhydride 

Downstream Products

• 10556-12-4 5,6-Dimethylazulen 

Relevant articles and documents

-

-

Iodizing and chlorination of methyl-substituted cis-bicyclo[4.3.0]none-3,7-dienes

The direction of halogenation of methyl-substituted cis-bicyclo[4.3.0]none-3,7-dienes depends considerably on the position of the methyl group. For a hydrocarbon without a substituent at C-3, the reaction proceeds with retention of the initial structure, whereas in the case of 3-methyl-substituted dienes it is accompanied by transannular cyclization with the formation of compounds of the brexane type.

Anodic Oxidation of α-Substituted p-Xylenes. Electronic and Stereoelectronic Effects of α-Substituents in the Deprotonation of Alkylaromatic Radical Cations

The effect of α-substituents on the deprotonation rate from the benzylic position of alkylaromatic radical cations, k(CH2Z)/k(CH3), has been investigated by determining the intramolecular selectivity in the anodic oxidation in acetic acid of a α-Z-substituted p-xylenes 1 (Z = H, OMe, OH, Me, tert-butyl, OAc, COOMe, CN), 5,6-dimethylindan 4 (R = H), and 2,2,5,6-tetramethylindan 4 (R = Me).Some oxidations induced by CAN have also been carried out.It has been found that, with the exception of when Z = tert-butyl, the deprotonation rate of 1.+ is always faster from the CH2Z group than from the CH3 group, independently of the electron-donating or electron-withdrawing nature of Z.The electron-donating groups (OH, OMe, Me), however, exert a larger effect than the electron-withdrawing ones (COOMe, CN).The negligible deprotonation rate from CH2-t-Bu has been ascribed to stereoelectronic effects (the bulky tert-butyl group does not allow the C-H bonds to be collinear with the ?-system), the suggestion being nicely confirmed by the observation that the deprotonation rate from the position 1(3), relative to that from the 5(6)-methyl group, is almost identical in the radical cations of 4 (R = H and Me).The effect of the other α-substituents is mainly of electronic nature and has been rationalized on the basis of a variable transition-state structure for the deprotonation process.It is suggested that with +R groups most of the charge, in the transition state, has been transferred to the Cα-H bond where it can be stabilized by the α-substituent.With electron-withdrawing groups less charge transfer has taken place and the rate-enhancing effects of these groups is ascribed to their capability to significantly decrease the strength of the Cα-H bond.