TRIMESITYLBORANE

Base Information

• Chemical Name: TRIMESITYLBORANE
• CAS No.: 7297-95-2
• Molecular Formula: C27H33 B
• Molecular Weight: 368.37
• Mol file: 7297-95-2.mol

Synonyms:Borane,trimesityl- (7CI,8CI); Borine, trimesityl- (6CI); NSC 149907; Trimesityl boron;Trimesitylborane

Chemical Property of TRIMESITYLBORANE

Chemical Property:

• Vapor Pressure: 7.99E-09mmHg at 25°C
• Melting Point: 193-195 °C(lit.)
• Boiling Point: 477.6 °C at 760 mmHg
• Flash Point: 242.6 °C
• PSA: 0.00000
• Density: 0.98 g/cm³
• LogP: 4.97840
• Storage Temp.: 2-8°C

Purity/Quality:

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

Trimesitylborane 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant involved in:Synthesis of sandwich complex of trimesitylborane and fluoroborate and cyanoborate derivativesInvestigations of reactivity of aryldimesitylboranes under Suzuki-Miyaura coupling conditionsLaser desorption ionization mass spectrometry investigationsStudies of ion conductive characteristics of boron stabilized carbanions

Technology Process of TRIMESITYLBORANE

There total 14 articles about TRIMESITYLBORANE 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: 91.0%

[mesitylcopper]5*toluene + boron tribromide (10294-33-4) → trimesitylborane (7297-95-2) + mesityl boron dibromide + dimesitylbromoborane (612844-47-0)

Guidance literature:

In toluene; under N2; soln. of BBr3 (1.05 equiv) in toluene added dropwise at -78 °C to suspn. of (CuMes)5*toluene in toluene; mixt. stirred at -78 °C for 2 h and then allowed to slowly warm to room temp. overnight; after filtration all volatiles removed under high vac.; crude product purified by distn. under reduced pressure; elem. anal.;

DOI:10.1016/S0022-328X(03)00588-6

Reference yield: 88.0%

[mesitylcopper]5*toluene + boron trichloride (10294-34-5) → trimesitylborane (7297-95-2) + 2,4,6-(trimethylphenyl)dichloroborane (69464-76-2) + dimesitylchloroborane (240432-83-1)

Guidance literature:

In hexane; toluene; under N2; soln. of BCl3 (1.05 equiv) in hexanes added dropwise to suspn.of (CuMes)5*toluene in toluene at -78 °C; mixt. stirred at -78 . degree.C for 2 h and then allowed to slowly warm to room temp. overnight; after filtration all volatiles removed under high vac.; crude product purified by distn. under reduced pressure; elem. anal.;

DOI:10.1016/S0022-328X(03)00588-6

Reference yield: 86.0%

mesityllithium (5806-59-7) + boron trichloride (10294-34-5) → trimesitylborane (7297-95-2)

Guidance literature:

In n-heptane; toluene; for 2.5h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201900861

upstream raw materials:

2-mesitylmagnesium bromide

boron trichloride

boron tribromide

2,4,6-(trimethylphenyl)dichloroborane

Downstream raw materials:

tris(3,5-dinitromesityl)borane

Mes2B[(η6-Mes)FeCp][PF6]

(mesityl)2B(C₆F₅)

tricarbonyl[(η(6)-mesityl)dimesitylborane]chromium

Refernces

• 1、 Bennett, Elliot L.,Lawrence, Elliot J.,Blagg, Robin J.,Mullen, Anna S.,MacMillan, Fraser,Ehlers, Andreas W.,Scott, Daniel J.,Sapsford, Joshua S.,Ashley, Andrew E.,Wildgoose, Gregory G.,Slootweg, J. Chris. "A New Mode of Chemical Reactivity for Metal-Free Hydrogen Activation by Lewis Acidic Boranes". supporting information. p. 8362 - 8366. Retrieved 2019/05/27.
• 2、 Sundararaman, Anand,J?kle, Frieder. "A comparative study of base-free arylcopper reagents for the transfer of aryl groups to boron halides". . p. 134 - 142. Retrieved 2007/10/03.