6953-66-8

Usage

Uses

Used in Chemical Production:
1H-Indene, 1-ethylis used as a key intermediate in the production of dyes, fragrances, and pharmaceuticals. Its unique structure allows it to be a valuable component in the synthesis of these complex organic compounds.
Used in Organic Synthesis:
As a building block, 1H-Indene, 1-ethylis utilized in organic synthesis for the creation of more complex chemical structures. Its reactivity and stability make it suitable for use in the development of advanced materials and specialty chemicals.
Used in Research and Development:
Due to its potential applications and chemical properties, 1H-Indene, 1-ethylis also used in research and development settings to explore new methods of synthesis and to discover novel applications in various industries.

InChI:InChI=1/C11H12/c1-2-9-7-8-10-5-3-4-6-11(9)10/h3-9H,2H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 14209-41-7 3H-indene-1-carboxylic acid 
• 917-58-8 potassium ethoxide 
• 95-13-6 1-indene 
• 75-05-8 acetonitrile 
• 75-03-6 ethyl iodide 
• 22339-44-2 2,3-dihydro-3-methyl-1H-inden-1-ol 
• 4593-90-2 3-phenylbutyric acid 
• 6072-57-7 3-methylindanone 
• 767-59-9 1-Methylinden 
• 97640-61-4 1-ethyl-2,3-dihydro-1H-inden-1-ol 

Downstream Products

• 500362-68-5 (η(5)-1-ethylindenyl)Ni(PPh3)Cl 
• 713512-00-6 (η(3)-1-ethylindenyl)Ni(PPh3)Br 
• 2294-91-9 3-ethyl-1H-indene 

Relevant academic research and scientific papers

Synthesis and structural characterization of novel three carbon atom bridged ansa-bis(indenyl)zirconocene complexes: Applications in ethylene polymerization

The ansa indenyl ligand precursors CH2CH2CH 2(C9H6R)2 (R = Me (7), Et (8), Pr (9)) have been prepared by the reaction of the corresponding lithium indene, Li(C9H6R-1)

A HAFNIUM COMPLEX; A SUPPORTED HAFNIUM COMPLEX; METHODS OF FORMING A POLYMER USING SUCH COMPLEXES

Embodiments of the present disclosure are directed towards metal complexes that can be utilized to form polymers. As an example, the present disclosure provides a metal complex of Formula I: wherein each Me represents methyl.

Zirconium bis-indenyl compounds. Synthesis and X-ray crystallography study of 1- and 2-substituted bis(R-indenyl)zirconium dichloride metallocenes

A series of 1- and 2-substituted indenyl ligands were prepared and used in the synthesis of [1-R-Ind]2ZrCl2 [R = Me (2b), Et (4b), iPr (5b), tBu (6b), SiMe3 (8b), Ph (10b), Bz (12b), 1-Naph (14b)] and [2-R-Ind]2ZrCl2 [R = Me (1b), Et (3b), SiMe3 (7b), Ph (9b), Bz (11b), 1-Naph (13b)] metallocenes. An X-ray crystallographic study of 4b and 10b showed the complexes to be the racemic diastereomers (4b, both the R,R and S,S-enantiomers and 10b, the S,S-enantiomer). The X-ray data together with NMR spectral data revealed that the size of the substituent influenced the orientation the two indenyl ligands of the metallocenes. The 4b diastereomers are both found to crystallize with their ethyl groups syn (bis-central) with respect to each other whereas the larger phenyl groups in 10b results in an anti (bis-lateral) orientation of the indenyl ligands.

Process for preparing elastomeric ep(d)m copolymers

Process for preparing elastomeric copolymers of ethylene-propylene (EPM) type and elastomeric terpolymers of ethylene-propylene-diene (EPDM) type with a propylene content comprised within the range of from 15 to 75%, carried out in the presence of metallo

Indenyl compounds and catalyst components for the polymerization of olefins

The invention relates to an indenyl compound of the general formula in which the symbols have the following meanings: Ind: an indenyl group R': a substituent, other than hydrogen, to the Ind group, Cp: a cyclopentadienyl group M: a transition metal from group 3, 4, 5 or 6 of the Periodic System of Elements Q: a ligand to M and k is an integer linked to the valence of M. The invention is characterized in that the R' group is bound to the Ind group at the 2-position. The indenyl compound is a catalyst component for the polymerization of olefins. The invention also relates to polymers obtainable with such indenyl compounds.

Alkyl-substituted indenyl titanium precursors for syndiospecific ziegler-natta polymerization of styrene

A variety of 1- and 3-substituted alkylindenes (R = H, Me, Et, tert-butyl, Me3Si) as well as 2-methylindene and 3-(methylthio)indene have been prepared in good yields. The substituted indenes were converted into trimethylsilyl derivatives via reactions of intermediate organolithium complexes with chlorotrimethylsilane. The corresponding titanium complexes, (R-Ind)TiCl3, were synthesized in excellent yield from reactions of the trimethylsilyl derivatives with TiCl4. The titanium complexes were evaluated as styrene polymerization catalysts in toluene solution when activated by methylaluminoxane. Activities increased in the order: Cp 4 Ind 3Si, corresponding to an increase in the steric bulk of the substituent in the catalyst precursor. 1-(MeS)IndTiCl3 was found to be ineffective as a styrene polymerization catalyst. Syndiospecificities of the titanium complexes were generally very good (65-98%).

Fluorofunctionalization of 1-alkylindenes. Comparative stereoselectivity electrochemical fluoroacetamidation and bromofluorination.

The bromofluorination (NBS, Et3N*3HF, CH2Cl2) and electrochemical fluoroacetamidation (CH3CN, Et3N*3HF) of 1-alkylindene were investigated.The stereoselectivities (F or Br/alkyl) were compared.The electrochemical reaction afforded more trans compounds which can be rationalized in terms of electrode adsorption.

ALKYLINDENYL ORGANOACTINIDES: SYNTHETIC CHEMISTRY, CHARACTERIZATION AND PHYSICAL PROPERTIES

Tris(1-ethylindenyl)actinide chloride and tris(1,4,7-trimethylindenyl)actinide chloride (An = U and Th) have been prepared and characterized by chemical analysis and mass spectrometry.The electronic, infrared, Raman and NMR spectra have been recorded.No major steric hindrance was detected and the alkylindenyl groups appear mainly as pentahapto bonded to the actinide.The spectroscopic measurements are consistent with the single crystal X-ray structure of tris(1,4,7-trimethylindenyl)uranium chloride.The magnetic susceptibility of the uranium compounds has been measured between 2 and 300 K.

Cycloaddition Reactions of Indenes. 2. Reactions with Dimethyl Acetylenedicarboxylate and Maleic Anhydride

1H-Indenes (1) react with dimethyl acetylenedicarboxylate (DMAD), unlike maleic anhydride and other ethylenic dienophiles, without prior isomerization to 2H-indenes (2), giving a 1:1 Diels-Alder adduct (6) formed with destruction of the aromaticity of the benzene ring. This intermediate, not isolated in the present work, appears to serve as the precursor for all further adducts. Thus, 1H-indene (1a) and 1-methyl-1H-indene (1b), but not the more sterically hindered 1-ethyl-1H-indene, react with DMAD in refluxing benzene (with 1a) or toluene (with 1b) via a 1,2-cycloaddition to 6 to give solid 1:2 adducts (7a, 34percent; 7b, 30percent). In refluxing xylene the reaction goes further to give a 1:3 adduct (11a; 40percent from 1a, 71percent from 7a) formed by a Diels-Alder addition of a third molecule of DMAD across the remaining diene system of 7a. Reaction of 2-methyl-1H-indene (1c) with DMAD in refluxing xylene gave the corresponding 1:3 adduct (11c, 5-6percent), but an attempt in refluxing toluene to isolate a solid 1:2 adduct (7c) was unsuccessful.A 3-substituent in the 1H-indene, which becomes a 4-substituent in 6, blocks the 1,2-cycloaddition (to give 7) and diverts the DMAD to the cyclohexadiene system of 6, where a Diels-Alder reaction occurs in refluxing xylene to give another type of 1:2 adduct (8). The following 3-substituted 1H-indenes (1) gave 1:2 adducts of type 8: 3-methyl- (8d, 41percent), 3-ethyl- (8e, 40percent), 1,3-dimethyl- (8f, 31percent), 2,3-dimethyl- (8g, 19percent), 3-carboxy- (8l, 74percent), 3-(methoxycarbonyl)-(8m, 66percent), and 3-cyano-1H-indene (8n, 63percent). Alkaline hydrolysis of 8l and acidification to pH 2 gave the monosodium salt (91percent) of the corresponding pentacarboxylic acid (13l). Hydrogenation of 8l over PtO2 gave a tetrahydro derivative (14l, 100percent). That maleic anhydride can take the place of the second (but not the first) molecule of DMAD in 8 is shown by the formation of a 1:1:1 mixed adduct (10l, 17percent) along with the 1:2 adduct (8l, 18percent) from reaction of 1l, DMAD, and maleic anhydride in a 1:2:2 molar ratio in refluxing xylene. A similar 1:1:1 mixed adduct (10n, 59percent), but no 1:2 adduct (8n), was isolated from the corresponding reaction of 1n, DMAD, and maleic anhydride in a 1:1:1 molar ratio. Similarly, maleic anhydride can take the place of the third molecule of DMAD in the 1:3 adduct 11. Thus, reaction of 7a and 7b with maleic anhydride in refluxing xylene gave the corresponding 1:2:1 mixed adducts (12a, 69percent; 12b, 32percent), formed by Diels-Alder addition across the cyclohexadiene system of 7a and 7b. Reaction of 1-methyl-1H-indene (1b), DMAD, and maleic anhydride in a 1:2:1 molar ratio in refluxing xylene also gave 12b (31percent) but no 1:3 adduct (11b). Methyl esterification of 12a gave the corresponding hexamethyl ester (15a, 52percent). On the basis of the shielding effects of neighboring ethylene groups on the methylene bridge protons, an NMR rationale has been developed for assignment of stereochemistry to the adducts 8-12.