6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene

Base Information

• Chemical Name: 6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene
• CAS No.: 852160-02-2
• Molecular Formula: C19H18
• Molecular Weight: 246.352
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID80703103
• Nikkaji Number: J3.025.159H
• Wikidata: Q72506175
• Mol file: 852160-02-2.mol

Synonyms:852160-02-2;6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene;1,2,3,5-TETRAHYDRO-6-METHYL-4-PHENYL-S-INDACENE;DTXSID80703103;IWFLUEXAMNDOOL-UHFFFAOYSA-N;4-Phenyl-2-methyl-indacene 95%+;AMY31556;MFCD11559107;2-Methyl-4-phenyl-3,5,6,7-tetrahydro-s-indacene;4-phenyl-6-methyl-1,2,3,5-tetrahydro-s-indacene

Chemical Property of 6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene

Chemical Property:

• Refractive Index: 1.627
• Boiling Point: 421.1 °C at 760 mmHg
• Flash Point: 231.8 °C
• PSA: 0.00000
• Density: 1.098 g/cm³
• LogP: 4.80170
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 246.140850574
• Heavy Atom Count: 19
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C1)C(=C3CCCC3=C2)C4=CC=CC=C4

Technology Process of 6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene

There total 5 articles about 6-Methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene 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: 87.0%

3,5,6,7-tetrahydro-2-methyl-4-phenyl-s-hydraindacen-1(2H)-ol (656800-69-0) → 6-methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene (852160-02-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 3h; Heating / reflux;

Reference yield:

4-bromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one (656800-67-8) → 6-methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene (852160-02-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate / water; ethylene glycol / 3 h / 80 °C / Inert atmosphere; Reflux

2.1: methanol; sodium tetrahydroborate / toluene / 3 h / 50 °C / Inert atmosphere

2.2: 0.5 h / Inert atmosphere

3.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux; Inert atmosphere

With methanol; sodium tetrahydroborate; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; In water; ethylene glycol; toluene; 1.1: Suzuki coupling;

DOI:10.1021/om200610b

Reference yield:

INDANE (496-11-7) → 6-methyl-4-phenyl-1,2,3,5-tetrahydro-s-indacene (852160-02-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aluminum (III) chloride / dichloromethane / 17.5 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere; Cooling with ice

2.1: aluminum (III) chloride; bromine / chloroform / 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate / water; ethylene glycol / 3 h / 80 °C / Inert atmosphere; Reflux

4.1: methanol; sodium tetrahydroborate / toluene / 3 h / 50 °C / Inert atmosphere

4.2: 0.5 h / Inert atmosphere

5.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux; Inert atmosphere

With methanol; aluminum (III) chloride; sodium tetrahydroborate; trisodium tris(3-sulfophenyl)phosphine; bromine; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; In dichloromethane; chloroform; water; ethylene glycol; toluene; 3.1: Suzuki coupling;

DOI:10.1021/om200610b

upstream raw materials:

3,5,6,7-tetrahydro-2-methyl-4-phenyl-s-hydraindacen-1(2H)-ol

4-bromo-2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

INDANE

2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

Downstream raw materials:

N-(1,1-dimethylethyl)-1,1-dimethyl-1-(1,5,6,7-tetrahydro-2-methyl-4-phenyl-s-2-indacen-1-yl)silanamine

[4-(4-tert-butylphenyl)-2-isopropyl-1H-inden-1-yl](dimethyl)(2-methyl-4-phenyl-1,5,6,7-tetrahydro-s-indacen-1-yl)silane

Refernces

• 1、 -. "ORGANOMETALLIC TRANSITION METAL COMPOUND, BISCYCLOPENTADIENYL LIGAND SYSTEM, CATALYST SYSTEM AND PREPARATION OF POLYOLEFINS". Page/Page column 42-43. . Retrieved 2010/02/12.