2,6-Dimethylphenylmagnesium bromide

Base Information

• Chemical Name: 2,6-Dimethylphenylmagnesium bromide
• CAS No.: 21450-64-6
• Molecular Formula: C8H9BrMg
• Molecular Weight: 209.368
• Hs Code.: 2931900090
• European Community (EC) Number: 629-438-6
• Mol file: 21450-64-6.mol

Synonyms:2,6-DIMETHYLPHENYLMAGNESIUM BROMIDE;21450-64-6;magnesium;1,3-dimethylbenzene-2-ide;bromide;MFCD00192083;Magnesium,bromo(2,6-dimethylphenyl)-;2,6-Dimethylphenylmagnesium bromide 0.5 M in Tetrahydrofuran;SCHEMBL126988;BIGUVDUZGAJWQK-UHFFFAOYSA-M;2,6-dimethylphenymagnesium bromide;bromo(2,6-dimethylphenyl)magnesium;2,6-dimethyl-phenylmagnesium bromide;(2,6-dimethylphenyl)magnesium bromide;AKOS015912561;1, 3-dimethylbenzene-2-ide;A879088;2,6-Dimethylphenylmagnesium bromide, 0.5 M in THF;2,6-Dimethylphenylmagnesium bromide, 0.5M in 2-MeTHF;2,6-Dimethylphenylmagnesium bromide, 0.50 M in 2-MeTHF

Chemical Property of 2,6-Dimethylphenylmagnesium bromide

Chemical Property:

• Vapor Pressure: 7.61mmHg at 25°C
• Boiling Point: 65-67 °C
• Flash Point: −2 °F
• PSA: 0.00000
• Density: 0.998 g/mL at 25 °C
• LogP: 2.94920
• Sensitive.: Air & Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 207.97380
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dimethylphenylmagnesium bromide solution 1.0 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F;C
• Hazard Codes: F,C
• Statements: 11-14-19-20/21/22-34-40-37-14/15
• Safety Statements: 16-23-26-36/37/39-45-43

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[C-]C(=CC=C1)C.[Mg+2].[Br-]
• Uses: 2,6-Dimethylphenylmagnesium bromide can be used:As an intermediate in the synthesis of dibutyl(5,10-dihydro-1,9-di-p-toluoyl-5-p-tolyldipyrrinato)tin(IV), which is further used in the preparation of zinc-based porphyrin.As a substrate in the preparation of substituted fluorenes by reacting with 2-substituted arenesulfonates and dihaloarenes.

Technology Process of 2,6-Dimethylphenylmagnesium bromide

There total 1 articles about 2,6-Dimethylphenylmagnesium bromide 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-dimethylphenyl)magnesium bromide (21450-64-6)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1021/jo0000574

Reference yield: 99.0%

(2,6-dimethylphenyl)magnesium bromide (21450-64-6) + 2,3-dibromobenzene (583-53-9) → 4-methylfluorene (1556-99-6)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1002/anie.200504310

Reference yield: 97.0%

2-bromo-1-chlorobenzene (694-80-4) + (2,6-dimethylphenyl)magnesium bromide (21450-64-6) → 2-chloro-2',6'-dimethylbiphenyl + 4-methylfluorene (1556-99-6)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; at 60 ℃; for 20h;

DOI:10.1002/anie.200504310

upstream raw materials:

2-Bromo-m-xylene

Downstream raw materials:

rac-1-(2,6-dimethylphenyl)ethan-1-ol

(2,6-dimethylphenyl)trimethylsilane

bis(2,6-dimethylphenyl)glyoxal

2,6-dimethyliodobenzene

Refernces

• 1、 Campos, Jesus,Espada, Maria F.,Lopez-Serrano, Joaquin,Carmona, Ernesto. "Cyclometalated iridium complexes of bis(aryl) phosphine ligands: Catalytic C-H/C-D exchanges and C-C coupling reactions". supporting information. p. 6694 - 6704. Retrieved 2013/07/19.
• 2、 Spivey, Alan C.,Fekner, Tomasz,Spey, Sharon E.. "Axially chiral analogues of 4-(dimethylamino)pyridine: Novel catalysts for nonenzymatic enantioselective acylations". . p. 3154 - 3159. Retrieved 2007/10/03.