2,6-Dimethylphenyllithium

Base Information

• Chemical Name: 2,6-Dimethylphenyllithium
• CAS No.: 63509-96-6
• Molecular Formula: C8H9Li
• Molecular Weight: 112.1
• DSSTox Substance ID: DTXSID20493334
• Mol file: 63509-96-6.mol

Synonyms:2,6-Dimethylphenyllithium;63509-96-6;Lithium 2,6-dimethylbenzen-1-ide;DTXSID20493334

Chemical Property of 2,6-Dimethylphenyllithium

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.08642872
• Heavy Atom Count: 9
• Complexity: 154

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].CC1=[C-]C(=CC=C1)C

Technology Process of 2,6-Dimethylphenyllithium

There total 2 articles about 2,6-Dimethylphenyllithium 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:

2-Bromo-m-xylene (576-22-7) → 2,6-xylyllithium (63509-96-6)

Guidance literature:

With tert.-butyl lithium; In pentane; at -78 - 20 ℃;

DOI:10.1021/ja0649116

Reference yield:

2,6-dimethyliodobenzene (608-28-6) → 2,6-xylyllithium (63509-96-6)

Guidance literature:

With n-butyllithium; In pentane; Ambient temperature;

DOI:10.1016/0022-328X(88)83057-2

Reference yield: 97.0%

2,6-xylyllithium (63509-96-6) + benzoyl chloride (98-88-4) + 2-chloro-4-isopropenyl-3-trimethylsilanyl-cyclobut-2-enone → Benzoic acid (1Z,3E)-2-chloro-1-(2,6-dimethyl-phenyl)-5-methyl-3-trimethylsilanyl-hexa-1,3,5-trienyl ester

Guidance literature:

2,6-xylyllithium; 2-chloro-4-isopropenyl-3-trimethylsilanyl-cyclobut-2-enone; In tetrahydrofuran; at -78 ℃;

benzoyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.1016/S0040-4039(02)02473-5

upstream raw materials:

2,6-dimethyliodobenzene

2-Bromo-m-xylene

Downstream raw materials:

1-(2,6-Dimethyl-phenyl)-2-phenyl-ethane-1,2-dione

1-(2,6-Dimethyl-phenyl)-2-hydroxy-2,2-diphenyl-ethanone

1-(2,6-Dimethyl-phenyl)-3-methyl-pentane-1,2-dione

m-xylene

Refernces

• 1、 Wehman, Erik,Jastrzebski, Johann T. B. H.,Ernsting, Jan-Meine,Grove, David M.,Koten, Gerard van. "Structural investigation of aryllithium clusters in solution I. A 13C and 7Li NMR study of phenyllithium and some methyl-substituted phenyllithium derivatives". . p. 133 - 144. Retrieved 2007/10/02.