Lithium 2,4,6-tri-tert-butylbenzen-1-ide

Base Information

• Chemical Name: Lithium 2,4,6-tri-tert-butylbenzen-1-ide
• CAS No.: 35383-91-6
• Molecular Formula: C18H29Li
• Molecular Weight: 252.369
• DSSTox Substance ID: DTXSID50501678
• Mol file: 35383-91-6.mol

Synonyms:35383-91-6;Lithium 2,4,6-tri-tert-butylbenzen-1-ide;2,4,6-tri-t-butylphenyllithium;DTXSID50501678

Chemical Property of Lithium 2,4,6-tri-tert-butylbenzen-1-ide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 252.24292936
• Heavy Atom Count: 19
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Lithium 2,4,6-tri-tert-butylbenzen-1-ide

There total 1 articles about Lithium 2,4,6-tri-tert-butylbenzen-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:

1,3,5-Tri-tert-butylbenzene (1460-02-2) → 2,4,6-tri-tert-butylphenyllithium (35383-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / 120 h / 45 - 80 °C / Darkness; Inert atmosphere; Schlenk technique

2: n-butyllithium / hexane; diethyl ether / 3.25 h / 0 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; bromine; In diethyl ether; hexane;

DOI:10.1002/anie.201405879

Reference yield: 92.0%

2,8-dibromo-5,5-dimethyldibenzo[b,f]stannepin (1279129-79-1) + 2,4,6-tri-tert-butylphenyllithium (35383-91-6) → 2,8-dibromo-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin (1279129-77-9)

Guidance literature:

2,8-dibromo-5,5-dimethyldibenzo[b,f]stannepin; With boron trichloride; In hexane; toluene; at -78 - 20 ℃; for 1h; Inert atmosphere;

2,4,6-tri-tert-butylphenyllithium; In hexane; toluene; at 20 ℃; for 18h;

Reference yield: 56.0%

5,5-dimethyl-5H-dibenzo[b,f]stannepine (1189139-25-0) + 2,4,6-tri-tert-butylphenyllithium (35383-91-6) → 5-(2,4,6-tri-tert-butylphenyl)-5H-dibenzo[b,f]borepin (1237745-16-2)

Guidance literature:

5,5-dimethyl-5H-dibenzo[b,f]stannepine; With boron trichloride; In hexane; toluene; at -78 - 20 ℃; Inert atmosphere;

2,4,6-tri-tert-butylphenyllithium; In hexane; toluene; at 20 ℃; for 18h;

upstream raw materials:

1,3,5-Tri-tert-butylbenzene

Downstream raw materials:

N-tert-butylimino-λ³-2,4,6-tris-(tert-butyl)phenylphosphine

2,4,6-tri-(tert-butyl)thiobenzaldehyde

CH₂(P(Cl)((C₆H₂)(C(CH₃)3)3))2

1,2-bis(2,4,6-tri-tert-butylphenylchlorophosphano)ethane