9,9'-[5-(Triphenylsilyl)-1,3-phenylene]bis-9H-carbazole

Base Information

• Chemical Name: 9,9'-[5-(Triphenylsilyl)-1,3-phenylene]bis-9H-carbazole
• CAS No.: 850221-63-5
• Molecular Formula: C₄₈H₃₄N₂Si
• Molecular Weight: 666.897
• DSSTox Substance ID: DTXSID50699660
• Nikkaji Number: J2.165.073K
• Wikidata: Q72465360
• Mol file: 850221-63-5.mol

Synonyms:850221-63-5;9,9'-[5-(TRIPHENYLSILYL)-1,3-PHENYLENE]BIS-9H-CARBAZOLE;9,9'-(5-(Triphenylsilyl)-1,3-phenylene)bis(9H-carbazole);SimCP;[3,5-di(carbazol-9-yl)phenyl]-triphenylsilane;SCHEMBL64350;DTXSID50699660;MFCD12022485;3,5-bis(9-carbazolyl)tetraphenylsilane;CS-0378576;3,5-Di(9H-carbazole-9-yl)phenyltriphenylsilane;9,9'-(5-(Triphenylsilyl)-1,3-phenylene)bis(9H-carbazole;9,9'-[5-(Triphenylsilyl)-1,3-phenylene]di(9H-carbazole)

Chemical Property of 9,9'-[5-(Triphenylsilyl)-1,3-phenylene]bis-9H-carbazole

Chemical Property:

• PSA: 9.86000
• LogP: 9.25820
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 666.249125627
• Heavy Atom Count: 51
• Complexity: 991

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC(=CC(=C4)N5C6=CC=CC=C6C7=CC=CC=C75)N8C9=CC=CC=C9C1=CC=CC=C18
• Description: SimCP, 3,5-bis(9-carbazolyl) tetraphenylsilane, is an arylsilane derivative with an mCP structure attached. SimCP shows a higher glass transition temperature (Tg = 101 °C) than the more commonly used host material, mCP.

Technology Process of 9,9'-[5-(Triphenylsilyl)-1,3-phenylene]bis-9H-carbazole

There total 2 articles about 9,9'-[5-(Triphenylsilyl)-1,3-phenylene]bis-9H-carbazole 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: 54.0%

1,3-dibromo-5-(triphenylsilyl)benzene (1030856-97-3) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9,9′-(5-(triphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (850221-63-5)

Guidance literature:

With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.3390/molecules21101315

Reference yield:

Triphenylsilyl chloride (76-86-8) + 1,3,5-trisbromobenzene (626-39-1) → 9,9′-(5-(triphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (850221-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran

2: palladium diacetate; tri-tert-butyl phosphine; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene

With n-butyllithium; tri-tert-butyl phosphine; palladium diacetate; potassium carbonate; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.3390/molecules21101315

upstream raw materials:

Triphenylsilyl chloride

1,3,5-trisbromobenzene

1,3-dibromo-5-(triphenylsilyl)benzene

9H-carbazole

Refernces