4-broMo-2-Methyl-1H-indene

Base Information

• Chemical Name: 4-broMo-2-Methyl-1H-indene
• CAS No.: 328085-65-0
• Molecular Formula: C10H9Br
• Molecular Weight: 209.08200
• Mol file: 328085-65-0.mol

Synonyms:1H-Indene, 4-bromo-2-methyl-;

Chemical Property of 4-broMo-2-Methyl-1H-indene

Chemical Property:

• Boiling Point: 104-108 °C(Press: 5 Torr)
• PSA: 0.00000
• Density: 1.432±0.06 g/cm3(Predicted)
• LogP: 3.40850

Purity/Quality:

98% ^*data from raw suppliers

2-Methyl-4-bromoindene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Methyl-4-bromoindene is derived from 2’-Bromopropiophenone (B687280), which is used as a reagent to synthesize 2-methyl-3-aminopropiophenones, compounds that exhibit muscle relaxing effects. The ethylene ketal of 2''-bromopropiophenone is used to determine properties of active sites within metal coordination complexes.

Technology Process of 4-broMo-2-Methyl-1H-indene

There total 1 articles about 4-broMo-2-Methyl-1H-indene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-bromo-2-methylindan-1-ol (880653-70-3) → 4-Bromo-2-methyl indene (328085-65-0) + 4(7)-bromo-2-methyl-1(3)H-indene (880652-93-7)

Guidance literature:

toluene-4-sulfonic acid; In toluene; for 2h; Heating / reflux;

Reference yield:

4-Bromo-2-methyl indene (328085-65-0) → bis[2-methyl-4-(2-phenylindol-1-yl)-1H-inden-1-yl]dimethylsilane

Guidance literature:

Multi-step reaction with 3 steps

1.1: Benzophenone imine; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; potassium tert-butylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 24 h / Reflux

1.2: 2 h

1.3: pH > 10

2.1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; palladium diacetate; potassium tert-butylate / toluene / 24 h / 110 °C / Inert atmosphere

3.1: n-butyllithium / hexane; diethyl ether / 0 - 20 °C

3.2: -50 - 20 °C

With Benzophenone imine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In diethyl ether; hexane; toluene; 1.1: |Buchwald-Hartwig Coupling;

DOI:10.1039/d1dt00645b

Reference yield:

4-Bromo-2-methyl indene (328085-65-0) → 1-(2-methyl-1H-indene-7-yl)-2-phenyl-1H-indole + 1-(2-methyl-1H-indene-4-yl)-2-phenyl-1H-indole

Guidance literature:

Multi-step reaction with 2 steps

1.1: Benzophenone imine; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; potassium tert-butylate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 24 h / Reflux

1.2: 2 h

1.3: pH > 10

2.1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; palladium diacetate; potassium tert-butylate / toluene / 24 h / 110 °C / Inert atmosphere

With Benzophenone imine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In toluene; 1.1: |Buchwald-Hartwig Coupling;

DOI:10.1039/d1dt00645b

upstream raw materials:

4-bromo-2-methylindan-1-ol

Refernces

• 1、 -. "HALOGEN SUBSTITUTED METALLOCENE COMPOUNDS FOR OLEFIN POLYMERIZATION". Page/Page column 96-97. . Retrieved 2010/11/27.