2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane

Base Information

• Chemical Name: 2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane
• CAS No.: 7294-50-0
• Molecular Formula: C21H21B3O3
• Molecular Weight: 353.829
• DSSTox Substance ID: DTXSID60507666
• Nikkaji Number: J704.629D
• Wikidata: Q82364027
• Mol file: 7294-50-0.mol

Synonyms:7294-50-0;2,4,6-Tri-o-tolyl-1,3,5,2,4,6-trioxatriborinane;Tris(2-tolyl)boroxin;tri(tolyl)boroxine;starbld0019327;SCHEMBL3790257;DTXSID60507666;2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane

Chemical Property of 2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane

Chemical Property:

• Melting Point: 161 °C
• Boiling Point: 420.2±55.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 2.16120
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 354.1769850
• Heavy Atom Count: 27
• Complexity: 401

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OB(OB(O1)C2=CC=CC=C2C)C3=CC=CC=C3C)C4=CC=CC=C4C
• Uses: Tris(2-tolyl)boroxin is an intermediate in the synthesis of Aflatoxin G2-d3 (A357487), Labelled Aflatoxin G2. Aflatoxins B1, B2, G1, G2 as secondary metabolites of fungal species such as Aspergillus flavus or Aspergillus parasiticus growing on a variety of foods (peanuts, nuts, spices, cereals). Aflatoxins are a group of very carcinogenic mycotoxins with hepatotoxic effects.Environmental contaminants; Food contaminants

Technology Process of 2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane

There total 10 articles about 2,4,6-Tris(2-methylphenyl)-1,3,5,2,4,6-trioxatriborinane 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: 100.0%

2-Methylphenylboronic acid (16419-60-6) → tri-o-tolylboroxine (7294-50-0)

Guidance literature:

In benzene; Heating;

DOI:10.1021/ja025848x

Reference yield: 31.0%

2-methylphenyl bromide (95-46-5) → tri-o-tolylboroxine (7294-50-0)

Guidance literature:

2-methylphenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃;

With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1002/anie.200705317

Reference yield:

ortho-tolylmagnesium bromide (932-31-0) + Trimethyl borate (121-43-7,63156-11-6) → tri-o-tolylboroxine (7294-50-0)

Guidance literature:

With water; In diethyl ether; byproducts: H2O;

DOI:10.1021/ja01500a019

upstream raw materials:

2-Methylphenylboronic acid

(2-methylphenyl)dichloroborane

bis(2-tolyl) mercury

ortho-tolylmagnesium bromide

Downstream raw materials:

2-(2-bromomethyl-phenyl)-benzo[1,3,2]dioxaborole

(S)-3,3-diphenyl-1-(o-tolyl)hexahydropyrrolo[1,2-c]-[1,3,2]oxazaborole

(R)-2-(o-methyl)phenyl-CBS-oxazaborolidine

(R)-o-methylbenzhydrol

Refernces

• 1、 Lo, Pui Kin Tony,Willis, Michael C.. "Nickel(II)-Catalyzed Addition of Aryl and Heteroaryl Boroxines to the Sulfinylamine Reagent TrNSO: The Catalytic Synthesis of Sulfinamides, Sulfonimidamides, and Primary Sulfonamides". supporting information. p. 15576 - 15581. Retrieved 2021/10/02.
• 2、 Wang, Zhe,Hayashi, Tamio. "Rhodium-Catalyzed Enantioposition-Selective Hydroarylation of Divinylphosphine Oxides with Aryl Boroxines". supporting information. p. 1702 - 1706. Retrieved 2018/02/06.