18657-57-3

Basic information

• Product Name: 1,2-Bis(3-indenyl)ethane
• Synonyms: 1,2-Bis(3-indenyl)ethane,98%;1,2-Bis(3-insenyl)ethane;3,3'-(1,2-Ethanediyl)bis[1H-indene];1,2-Bis(3-indenyl)ethane 98%;3,3'-ETHYLENEBIS(1H-INDENE);1,2-BIS(3-INDENYL)ETHANE;1,2-BIS-(1H-INDEN-3-YL)-ETHANE;1,2-BIS(1-INDENYL)ETHANE
• CAS NO: 18657-57-3
• Molecular Formula: C₂₀H₁₈
• Molecular Weight: 258.36
• Product Categories: Building Blocks;Organic Building Blocks;Arenes
• Mol File: 18657-57-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 121-125 °C(lit.)
• Boiling Point: 416.1 °C at 760 mmHg
• Flash Point: 228 °C
• Appearance: Yellow crystalline powder
• Density: 1.107 g/cm³
• Vapor Pressure: 9.43E-07mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 1,2-Bis(3-indenyl)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Bis(3-indenyl)ethane(18657-57-3)
• EPA Substance Registry System: 1,2-Bis(3-indenyl)ethane(18657-57-3)

Safety Data

• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 18657-57-3(Hazardous Substances Data)

Usage

Description

1,2-Bis(3-indenyl)ethane, an indene derivative, is a yellow crystalline powder known for its potential applications in the synthesis of various compounds and catalysts.

Uses

Used in Chemical Synthesis:
1,2-Bis(3-indenyl)ethane is used as a precursor in the synthesis of rac-(EBI)Zr(NMe2)2 (EBI=ethylene-1,2-bis(1-indenyl)) through an elimination reaction with Zr(NMe2)4. 1,2-Bis(3-indenyl)ethane is significant in the development of metal-organic frameworks and catalysts.
Used in Catalyst Preparation:
1,2-Bis(3-indenyl)ethane is utilized in the preparation of dilithio-1,2-bis(indenyl)ethane, which serves as a key intermediate in the synthesis of chiral polymerization catalysts. These catalysts are essential for the production of polymers with specific stereochemistry, enhancing their properties and applications in various industries.
Used in Polymerization Industry:
1,2-Bis(3-indenyl)ethane is used as a component in the preparation of chiral polymerization catalysts for the production of polymers with tailored properties. These catalysts play a crucial role in controlling the polymer's molecular structure, leading to improved material performance and new applications in fields such as plastics, coatings, and adhesives.

InChI:InChI=1/C20H18/c1-3-7-19-15(5-1)9-11-17(19)13-14-18-12-10-16-6-2-4-8-20(16)18/h1-8,11-12H,9-10,13-14H2

Upstream product

• 10136-84-2 1-indenylmagnesium bromide 
• 106-93-4 ethylene dibromide 
• 95-13-6 1-indene 
• 107-04-0 1-Bromo-2-chloroethane 
• 83-33-0 inden-1-one 
• 107-06-2 1,2-dichloro-ethane 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 302912-04-5 (CH₂C₉H₆Si(CH₃)3)2 

Relevant articles and documents

A single cis-2 regioisomer of ethylene-tethered indene dimer-fullerene adduct as an electron-acceptor in polymer solar cells

A pure cis-2 isomer of indene dimer-based fullerene bis-adduct has been synthesized, isolated and applied to bulk heterojunction solar cells for the first time. The device based on the cis-2 isomer and poly(3-hexylthiophene) exhibited a power conversion efficiency of 2.8%, which is higher than those of the reference devices.

Umsetzungen des 1,2-Bis(3-indenyl)ethan-Dianions mit photochemisch aktivierten Carbonylkomplexen des Chroms, Molybdaens und Wolframs. Molekuelstrukturen von C9H7CH2CH2C9H7 und (η5:η5-C9H6CH2CH2C9H6)2

The 1,2-bis(3-indenyl)ethane dianion 2- reacts with the photochemically activated carbonyl complexes M(CO)5(thf) (M = Cr, Mo, W) to give the dinuclear anions 5 : η5-C9H6CH2CH2C9H6)2>2-.These dianions react with CH3I to yield the corresponding dinuclear complexes, (η5 : η5-C9H6CH2CH2C9H6)2 (M = Mo, W) and (η6 : η6-C9H6MeCH2CH2C9H6Me)2, and the mononuclear complex, (η6-C9H6MeCH2CH2C9H7)Cr(CO)3.The crystal structures of C9H7CH2CH2C9H7 and (η5 : η5-C9H6CH2CH2C9H6)2 have been determined.

PROCESS FOR THE PREPARATION OF CYCLOPENTADIENIDE-BASED ANSA LIGANDS

A method for preparing a compound comprising a cyclopentadienyl moiety is described. The method comprises: (a) deprotonating a cyclopentadienyl moiety in a solution comprising an alkali hydroxide and a reducing agent; and (b) reacting the deprotonated cyclopentadienyl moiety with a compound having an electrophilic site. Also described is a method of separating a rac-ansa-bridged bis-indenyl transition metal compound of formula (rac-M1) from its meso isomer.