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Cas Database

1147270-36-7

1147270-36-7

Identification

  • Product Name:7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

  • CAS Number: 1147270-36-7

  • EINECS:

  • Molecular Weight:396.616

  • Molecular Formula: C30H36

  • HS Code:

  • Mol File:1147270-36-7.mol

Synonyms:7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

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Relevant articles and documentsAll total 2 Articles be found

Metallocene compounds, including the catalyst, the catalyst used in the process of olefin polymers, olefin homopolymers and copolymers and

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Paragraph 0205-0206, (2017/11/01)

PROBLEM TO BE SOLVED: To solve shortcomings of metallocene compounds of the present technology standard and to provide metallocenes that increase desirable characteristics such as high melting point, high molar mass homopolymers and high molar mass copolymers, and do so at higher productivities when used as components of supported catalysts under industrially relevant polymerization conditions at temperatures of from 50 to 100°C.SOLUTION: Certain metallocene compounds are provided that, when used as a component in a supported polymerization catalyst under industrially relevant polymerization conditions, afford high molar mass homo polymers or copolymers like polypropylene or propylene/ethylene copolymers without the need for any α-branched substituent in either of the two available 2-positions of the indenyl ligands.

METALLOCENE COMPOUNDS, CATALYSTS COMPRISING THEM, PROCESS FOR PRODUCING AN OLEFIN POLYMER BY USE OF THE CATALYSTS, AND OLEFIN HOMO-AND COPOLYMERS

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, (2010/11/03)

Certain metallocene compounds are provided that, when used as a component in a supported polymerization catalyst under industrially relevant polymerization conditions, afford high molar mass homo polymers or copolymers like polypropylene or propylene/ethylene copolymers without the need for any α-branched substituent in either of the two available 2-positions of the indenyl ligands. The substituent in the 2-position of one indenyl ligand can be any radical comprising hydrogen, methyl, or any other C2-C40 hydrocarbon which is not branched in the α-position, and the substituent in the 2-position of the other indenyl ligand can be any C4-C40 hydrocarbon radical with the proviso that this hydrocarbon radical is branched in the β-position. This metallocene topology affords high melting point, very high molar mass homo polypropylene and very high molar mass propylene-based copolymers. The activity/productivity levels of catalysts including the metallocenes of the present invention are exceptionally high.

Process route upstream and downstream products

Process route

1-Indanol
6351-10-6

1-Indanol

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one
1147270-35-6

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

1-indene
95-13-6

1-indene

Conditions
Conditions Yield
With sodium borohydrid; sulfuric acid; toluene-4-sulfonic acid; In methanol; water; toluene;
76.9 g (85%)
C<sub>30</sub>H<sub>38</sub>O

C30H38O

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
With toluene-4-sulfonic acid; for 1.5h; Dean-Stark; Reflux;
85%
1-(2-chlorophenyl)-3-(1-adamantyl)propan-1-one
1147270-33-4

1-(2-chlorophenyl)-3-(1-adamantyl)propan-1-one

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1.1: 4 h / 80 °C
1.2: 70 - 75 °C
2.1: sodium carbonate; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine / water / 6 h / 125 °C / Inert atmosphere
3.1: sodium tetrahydroborate; methanol / toluene / 6 h / 50 °C
4.1: toluene-4-sulfonic acid / 1.5 h / Dean-Stark; Reflux
With methanol; sodium tetrahydroborate; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; In water; toluene;
7-chloro-2-(1-adamantylmethyl)indan-1-one
1147270-34-5

7-chloro-2-(1-adamantylmethyl)indan-1-one

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: sodium carbonate; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine / water / 6 h / 125 °C / Inert atmosphere
2: sodium tetrahydroborate; methanol / toluene / 6 h / 50 °C
3: toluene-4-sulfonic acid / 1.5 h / Dean-Stark; Reflux
With methanol; sodium tetrahydroborate; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; In water; toluene;
7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one
1147270-35-6

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; methanol / toluene / 6 h / 50 °C
2: toluene-4-sulfonic acid / 1.5 h / Dean-Stark; Reflux
With methanol; sodium tetrahydroborate; toluene-4-sulfonic acid; In toluene;
1-(2-bromo-ethyl)-adamantane
773-37-5

1-(2-bromo-ethyl)-adamantane

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1.1: magnesium; iodine / tetrahydrofuran / 1.83 h / Reflux
1.2: 20 °C / Reflux
2.1: 4 h / 80 °C
2.2: 70 - 75 °C
3.1: sodium carbonate; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine / water / 6 h / 125 °C / Inert atmosphere
4.1: sodium tetrahydroborate; methanol / toluene / 6 h / 50 °C
5.1: toluene-4-sulfonic acid / 1.5 h / Dean-Stark; Reflux
With methanol; sodium tetrahydroborate; trisodium tris(3-sulfophenyl)phosphine; iodine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; water; toluene;
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1.1: hydrogen bromide; sulfuric acid / water / 6 h / Reflux; Cooling with ice
2.1: magnesium; iodine / tetrahydrofuran / 1.83 h / Reflux
2.2: 20 °C / Reflux
3.1: 4 h / 80 °C
3.2: 70 - 75 °C
4.1: sodium carbonate; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine / water / 6 h / 125 °C / Inert atmosphere
5.1: sodium tetrahydroborate; methanol / toluene / 6 h / 50 °C
6.1: toluene-4-sulfonic acid / 1.5 h / Dean-Stark; Reflux
With methanol; sodium tetrahydroborate; sulfuric acid; trisodium tris(3-sulfophenyl)phosphine; hydrogen bromide; iodine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; water; toluene;
7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene
1147270-36-7

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

dimethylsilicon dichloride
75-78-5,30107-43-8

dimethylsilicon dichloride

dimethylsilanediyl bis(2-(1-adamantylmethyl)-4-(4'-tert-butylphenyl)-1-indenyl)zirconium dichloride

dimethylsilanediyl bis(2-(1-adamantylmethyl)-4-(4'-tert-butylphenyl)-1-indenyl)zirconium dichloride

Conditions
Conditions Yield
7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)-1H-indene; With n-butyllithium; In tetrahydrofuran; toluene; at 20 - 80 ℃; for 1h;
dimethylsilicon dichloride; In tetrahydrofuran; toluene; at 40 - 60 ℃; for 8.5h;
zirconium(IV) chloride; Further stages;
33%

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