4912-92-9

Basic information

• Product Name: 1H-Indene,2,3-dihydro-1,1-dimethyl-
• Synonyms: 1H-Indene,2,3-dihydro-1,1-dimethyl-;1,1-Dimethylindane;3,3-dimethyl-1,2-dihydroindene
• CAS NO: 4912-92-9
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.23
• Mol File: 4912-92-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: -45.8°C
• Boiling Point: 200.87°C (rough estimate)
• Flash Point: 63.6°C
• Appearance: /
• Density: 0.9190
• Vapor Pressure: 0.73mmHg at 25°C
• Refractive Index: 1.5135
• CAS DataBase Reference: 1H-Indene,2,3-dihydro-1,1-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indene,2,3-dihydro-1,1-dimethyl-(4912-92-9)
• EPA Substance Registry System: 1H-Indene,2,3-dihydro-1,1-dimethyl-(4912-92-9)

Safety Data

• Hazardous Substances Data: 4912-92-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 1338, 1990 DOI: 10.1021/jo00291a046

InChI:InChI=1/C11H14/c1-11(2)8-7-9-5-3-4-6-10(9)11/h3-6H,7-8H2,1-2H3

Upstream product

• 4830-95-9 2-chloro-2-methyl-4-phenylbutane 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 21438-74-4 3-methyl-3-phenylbutan-1-ol 
• 16204-73-2 4-tert-butyl-1,1-dimethylindan 
• 253185-03-4 tert-butylbenzene 
• 98-82-8 Isopropylbenzene 
• 74-85-1 ethene 
• 120-12-7 anthracene 
• 2550-26-7 4-Phenyl-2-butanone 
• 75-24-1 trimethylaluminum 
• 139337-53-4 2-(3-butynyl)phenyl trifluoromethanesulfonate 
• 121134-54-1 1-iodo-2-(3-methylbut-3-en-1-yl)benzene 
• 35739-70-9 dimethyldichlorotitanium(IV) 
• 83-33-0 inden-1-one 

Downstream Products

• 3605-31-0 6-tert-butyl-1,1-dimethylindane 
• 38393-97-4 5-(tert-butyl)-1,1-dimethyl-2,3-dihydro-1H-indene 
• 40484-15-9 α,α-dimethylhomophthalic acid 
• 18636-55-0 1,1-dimethyl-1H-indene 
• 26465-81-6 3,3-dimethylindan-1-one 
• 93305-71-6 3-(1-carboxy-1-methyl-ethyl)-phthalic acid 
• 13171-00-1 Celestolide 
• 3247-65-2 4-ethyl-6-tert-butyl-1,1-dimethyl-indan 
• 55712-38-4 1,1-dimethyl-indan-4-carboxylic acid 

Relevant articles and documents

Palladium-catalyzed carbon - Carbon bond-forming 1,2-ligand migration of organoalanes

A one-pot, two-step process that transforms terminal alkynes into ethyl methyl-substituted benzylic quaternary carbon centers is described. (E)-2,2-Disubstituted-1-alkenyldimethylalanes have been shown to participate in 1,2-alkyl migration from aluminum to carbon with concomitant arylation at the 2-position to furnish ethyl methyl-substituted benzylic quaternary carbon centers, when reacted intramolecularly with aryl halides and triflates in the presence of a Pd(0) catalyst. The protocol is initiated with Cp2ZrCl2-catalyzed methylalumination of terminal alkynes followed by palladium-catalyzed intramolecular arylation of the resulting (E)-2,2-disubstituted-1-alkenyldimethylalanes, leading to 1,2-methyl shift from aluminum to carbon. In that sequence, a total of three new C-C single bonds are made, and two of the three alkyl groups on Me3Al transferred to the substrate on vicinal carbons. This method was applied to a variety of substrates, and the mechanism was investigated by deuterium-labeling experiments, which revealed that protodealumination of the final dialkylaluminum triflate or halide intermediates by CH3CN results in the formation of the fourth bond in the course of the transformation. Copyright

Ni-catalysed reductive arylalkylation of unactivated alkenes

In this protocol Ni-catalysed reductive arylalkylation of unactivated alkenes tethered to aryl bromides with primary alkyl bromides has been accomplished, providing a new path to construct diverse benzene-fused carbo- and heterocyclic cores including inda

Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes

Herein, we report a nickel-catalyzed asymmetric two-component reductive dicarbofunctionalization of aryl iodide-tethered unactivated alkenes using benzyl chlorides as the challenging coupling partner. This arylbenzylation reaction enables the efficient synthesis of diverse benzene-fused cyclic compounds bearing a quaternary stereocenter with a high tolerance of sensitive functionalities in highly enantioselective manner. The preliminary mechanistic investigations suggest a radical chain reaction mechanism.

Nickel-catalyzed asymmetric intramolecular reductive heck reaction of unactivated alkenes

An asymmetric Ni-catalyzed intramolecular reductive Heck reaction of unactivated alkenes tethered to aryl bromides has been accomplished, providing a variety of benzene-fused cyclic compounds bearing a quaternary stereogenic center in good to excellent yi