18636-55-0

Basic information

• Product Name: 1H-Indene,1,1-dimethyl-
• Synonyms: 1H-Indene,1,1-dimethyl-;1,1-Dimethyl-1H-indene;1,1-Dimethylindene
• CAS NO: 18636-55-0
• Molecular Formula: C₁₁H₁₂
• Molecular Weight: 144.21
• Mol File: 18636-55-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 206.5°Cat760mmHg
• Flash Point: 71.4°C
• Appearance: /
• Density: 0.959g/cm³
• Vapor Pressure: 0.339mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 1H-Indene,1,1-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indene,1,1-dimethyl-(18636-55-0)
• EPA Substance Registry System: 1H-Indene,1,1-dimethyl-(18636-55-0)

Safety Data

• Hazardous Substances Data: 18636-55-0(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Purification Methods

Purify the oily indene by gas chromatography or by fractional distillation. [Bosch & Brown Can J Chem 42 1718 1964, cf. Beilstein 5 I 251, 5 III 1377.]

InChI:InChI=1/C11H12/c1-11(2)8-7-9-5-3-4-6-10(9)11/h3-8H,1-2H3

Upstream product

• 767-59-9 1-Methylinden 
• 74-88-4 methyl iodide 
• 74-96-4 ethyl bromide 
• 124369-47-7 6-Bromo-1,1-dimethyl-1H-indene 
• 67-71-0 dimethylsulfone 
• 38393-92-9 2,3-dihydro-3,3-dimethyl-1H-inden-1-ol 
• 100-52-7 benzaldehyde 
• 115-11-7 isobutene 
• 26465-81-6 3,3-dimethylindan-1-one 
• 67159-85-7 5-bromo-3,3-dimethyl-2,3-dihydro-1H-inden-1-one 
• 124369-60-4 5-Bromo-3,3-dimethyl-1-hydroxy-indane 
• 1010-48-6 3-methyl-3-phenylbutanoic acid 
• 95-13-6 1-indene 
• 75659-50-6 1-ethynyl-2-(1-methylethyl)benzene 

Downstream Products

• 84363-50-8 2,2-Dimethyl-1-indanyl methyl ether 
• 77525-95-2 2-methoxy-1,1-dimethyl-2,3-dihydro-1H-indene 
• 4773-82-4 2,3-dimethyl-1H-indene 
• 70063-93-3 1,2-dimethylindene 
• 2177-48-2 1,3-dimethyl-1H-indene 
• 38634-65-0 1,1-dimethyl-1,3-dihydro-2H-inden-2-one 
• 128165-58-2 1-benzoyl-1,2-epoxy-3,3-dimethylindan 

Relevant articles and documents

Cycloaddition Reactions of Indenes. 3. 1:1 Adduct from 1,1-Dimethyl-1H-indene and Dimethyl Acetylenedicarboxylate

In contrast to 1H-indene (1a) and 1-methyl-1H-indene (1b), wich give stable 1:2 adducts (3a, 34percent; 3b, 30percent) and with 1a also a 1:3 adduct (4a; 40percent from 1a; 71percent from 3a) with dimethyl acetylenedicarboxylate (DMAD), 1,1-dimethyl-1H-indene (1d) and DMAD gave as the only crystalline product a cycloadduct of different structural type, dimethyl 1a,7b-cis-dihydro-1,1-dimethyl-1H-cyclopropanaphthalene-2,3-dicarboxylate (5a, 14percent), the structure of which has been confirmed by X-ray crystallography.

Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene

Do not rely on the widely accepted rule that vicinal, sp3-positioned protons in cyclopentene moieties should always have more positive 3J NMR coupling constants for the cis than for the trans arrangement: Unrecognized exceptions might misguide one to wrong stereochemical assignments and thence to erroneous mechanistic conclusions. We show here that two structurally innocent-looking 2,3-dibromo-1,1-dimethylindanes violate the rule by means of their values of 3J(cis) = 6.1 Hz and 3J(trans) = 8.4 Hz. The stereoselective formation of the trans diastereomer from 1,1-dimethylindene was improved with the tribromide anion (Br3-) as the brominating agent in place of elemental bromine; the ensuing, regiospecific HBr elimination afforded 3-bromo-1,1-dimethylindene. The addition of elemental bromine to the latter compound, followed by thermal HBr elimination, furnished 2,3-dibromo-1,1-dimethylindene, whose Br/Li interchange reaction, precipitation, and subsequent protolysis yielded only 2-bromo-1,1-dimethylindene.

INDOLE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention relates to an indole-based compound and an organic light emitting device using the same. The indole-based compound is represented by Chemical formula 1.COPYRIGHT KIPO 2015

Platinum and ruthenium chloride-catalyzed cycloisomerization of 1-alkyl-2-ethynylbenzenes: Interception of π-activated alkynes with a benzylic C-H bond

(Chemical Equation Presented) Air-stable and commercially available alkynophilicmetal salts, such as PtCl2, PtCl4, and [RuCl2(CO)3]2, catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce substituted indenes even at an ambient temperature. Electrophilically activated alkynes can be intercepted by simple benzylic C-Hbonds at primary, secondary, and tertiary carbon centers. Mechanistic studies, such as labeling studies and kinetic isotope and substituent effects, indicate that the cycloisomerization proceeds through the formation of a vinylidene intermediate and turnover-limiting 1,5-shift of benzylic hydrogen.