Trimethyl(10-phenylphenanthren-9-yl)silane

Base Information

• Chemical Name: Trimethyl(10-phenylphenanthren-9-yl)silane
• CAS No.: 312612-69-4
• Molecular Formula: C23H22 Si
• Molecular Weight: 326.513
• DSSTox Substance ID: DTXSID30463543
• Nikkaji Number: J1.657.802I
• Wikidata: Q82288461
• Mol file: 312612-69-4.mol

Synonyms:trimethyl(10-phenylphenanthren-9-yl)silane;312612-69-4;Trimethyl-(10-phenylphenanthren-9-yl)silane;9-PHENYL-10-TRIMETHYLSILANYLPHENANTHRENE;DTXSID30463543

Chemical Property of Trimethyl(10-phenylphenanthren-9-yl)silane

Chemical Property:

• Melting Point: 172-173 °C(Solv: pentane (109-66-0))
• Boiling Point: 454.5±24.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 6.20520
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 326.149077236
• Heavy Atom Count: 24
• Complexity: 416

Purity/Quality:

98% ^*data from raw suppliers

9-PHENYL-10-TRIMETHYLSILANYLPHENANTHRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=C(C2=CC=CC=C2C3=CC=CC=C31)C4=CC=CC=C4

Technology Process of Trimethyl(10-phenylphenanthren-9-yl)silane

There total 4 articles about Trimethyl(10-phenylphenanthren-9-yl)silane 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: 75.0%

2,2'-dibromobiphenyl (13029-09-9) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → trimethyl-(10-phenylphenanthren-9-yl)-silane (312612-69-4)

Guidance literature:

2,2'-dibromobiphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

With chromium(III) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

1-Phenyl-2-(trimethylsilyl)acetylene; In tetrahydrofuran; at 50 ℃; for 24h;

DOI:10.1021/ol052214x

Reference yield: 70.0%

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → trimethyl-(10-phenylphenanthren-9-yl)-silane (312612-69-4)

Guidance literature:

With palladium diacetate; zinc; tricyclohexylphosphine; In 1,2-dichloro-ethane; at 100 ℃; for 15h; Inert atmosphere;

DOI:10.1039/c5ob01597a

Reference yield: 37.0%

o-phenylbenzoyl chloride (14002-52-9) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → trimethyl-(10-phenylphenanthren-9-yl)-silane (312612-69-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tri-tert-butyl phosphine; In o-xylene; at 160 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo501835u

upstream raw materials:

2,2'-dibromobiphenyl

1-Phenyl-2-(trimethylsilyl)acetylene

o-phenylbenzoyl chloride

2-Biphenylcarboxylic acid

Downstream raw materials:

9-iodo-10-phenylphenanthrene

Refernces

• 1、 Nagata, Tomoya,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro. "Iridium-catalyzed annulative coupling of 2-arylbenzoyl chlorides with alkynes: Selective formation of phenanthrene derivatives". . p. 8960 - 8967. Retrieved 2015/02/19.