Lithium 4-(trimethylsilyl)benzen-1-ide

Base Information

• Chemical Name: Lithium 4-(trimethylsilyl)benzen-1-ide
• CAS No.: 17881-54-8
• Molecular Formula: C9H13LiSi
• Molecular Weight: 156.22600
• DSSTox Substance ID: DTXSID90499121
• Mol file: 17881-54-8.mol

Synonyms:17881-54-8;Lithium 4-(trimethylsilyl)benzen-1-ide;DTXSID90499121;AKOS006373705

Chemical Property of Lithium 4-(trimethylsilyl)benzen-1-ide

Chemical Property:

• PSA: 0.00000
• LogP: 2.71940
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.09465538
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].C[Si](C)(C)C1=CC=[C-]C=C1

Technology Process of Lithium 4-(trimethylsilyl)benzen-1-ide

There total 2 articles about Lithium 4-(trimethylsilyl)benzen-1-ide 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:

1-bromo-4-(trimethylsilyl)benzene (6999-03-7) → 4-(trimethylsilyl)phenyllithium (17881-54-8)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; for 0.166667h;

DOI:10.1021/ja0649116

Reference yield:

1.4-dibromobenzene (106-37-6) → 4-(trimethylsilyl)phenyllithium (17881-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / diethyl ether; hexane / 0.5 h

1.2: diethyl ether; hexane / 0.5 h

2.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h

With n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; pentane;

DOI:10.1021/ja0649116

Reference yield: 90.0%

di(tert-butyl)chlorophosphine (13716-10-4) + 4-(trimethylsilyl)phenyllithium (17881-54-8) → C17H31PSi

Guidance literature:

In diethyl ether; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.8b13204

upstream raw materials:

1-bromo-4-(trimethylsilyl)benzene

1.4-dibromobenzene

Downstream raw materials:

Benzyl-bis-(4-trimethylsilanyl-phenyl)-phosphane

Oxo-(4-trimethylsilanyl-phenyl)-acetic acid ethyl ester

<4-Trimethylsilyl-phenyl>-tribenzyl-silan

2-(α-chloro-4′-trimethylsilylbenzylidene)-1,1,3,3-tetramethylindane

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