Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-1-ide

Base Information

• Chemical Name: Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-1-ide
• CAS No.: 82192-58-3
• Molecular Formula: C12H23LiSi
• Molecular Weight: 202.341
• DSSTox Substance ID: DTXSID00512294

Synonyms:82192-58-3;Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-1-ide;DTXSID00512294

Chemical Property of Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-1-ide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 202.17290570
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].CC(C)[Si](C#C[CH2-])(C(C)C)C(C)C

Technology Process of Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-1-ide

There total 1 articles about Lithium 3-[tri(propan-2-yl)silyl]prop-2-yn-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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → lithio-1-TIPS-propyne (82192-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / diethyl ether / -40 - 0 °C

2: n-butyllithium-tetramethylene diamine / diethyl ether / 2 h / -15 °C

With n-butyllithium; 1,4-diaminobutane; In diethyl ether;

DOI:10.1016/S0040-4039(00)86930-0

Reference yield: 99.0%

2-Iodobenzyl bromide (40400-13-3) + lithio-1-TIPS-propyne (82192-58-3) → [4-(2-iodophenyl)-1-butynyl](triisopropyl)silane (503272-78-4)

Guidance literature:

In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(02)01154-7

Reference yield: 96.0%

benzyl bromide (100-39-0) + lithio-1-TIPS-propyne (82192-58-3) → triisopropyl(4-phenylbut-1-yn-1-yl)silane (82192-72-1)

Guidance literature:

In tetrahydrofuran; at -78 - 23 ℃; for 16h;

DOI:10.1016/S0040-4039(00)86930-0

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

3-(3-Triisopropylsilanyl-prop-2-ynyl)-cyclohexanone

1-(3-Triisopropylsilanyl-prop-2-ynyl)-cyclohex-2-enol

(1R,2S)-2-(3-Triisopropylsilanyl-prop-2-ynyl)-cyclohexanol

triisopropyl(4-phenylbut-1-yn-1-yl)silane

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