Tris(4-methylphenyl)borane

Base Information

• Chemical Name: Tris(4-methylphenyl)borane
• CAS No.: 7297-94-1
• Molecular Formula: C21H21B
• Molecular Weight: 284.209
• DSSTox Substance ID: DTXSID30400933
• Nikkaji Number: J1.279.133J
• Wikidata: Q82204004
• Mol file: 7297-94-1.mol

Synonyms:Tris(4-methylphenyl)borane;tri-p-tolylborane;7297-94-1;Tri(p-methylphenyl)borane;DTXSID30400933

Chemical Property of Tris(4-methylphenyl)borane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 284.1736308
• Heavy Atom Count: 22
• Complexity: 263

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C)(C2=CC=C(C=C2)C)C3=CC=C(C=C3)C

Technology Process of Tris(4-methylphenyl)borane

There total 13 articles about Tris(4-methylphenyl)borane 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: 70.3%

→ tri-p-tolylborane (7297-94-1)

Guidance literature:

Reference yield: 45.0%

para-bromotoluene (106-38-7) + boron trifluoride diethyl etherate (109-63-7) → tri-p-tolylborane (7297-94-1)

Guidance literature:

para-bromotoluene; With iodine; magnesium; In diethyl ether; ethylene dibromide; for 1h; Reflux;

boron trifluoride diethyl etherate; In diethylamine; at 20 ℃;

DOI:10.1021/acs.orglett.6b01744

Reference yield:

C27H25BN2 → pyridine-4-carbonitrile (100-48-1) + tri-p-tolylborane (7297-94-1)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/chem.202003916

upstream raw materials:

para-methylphenylmagnesium bromide

trifluoroborane diethyl ether

para-bromotoluene

boron trifluoride diethyl etherate

Downstream raw materials:

Li⁽¹⁺⁾*{B(C₆H₄CH₃)3C₆F₅}^(1-)=Li{B(C₆H₄CH₃)3C₆F₅}

Na{B(p-CH₃C₆H₄)3CN}

C₆H₄NHCHNB(C₆H₄CH₃)3

(CH₃C₆H₄)3B(N₂C₃H₂(CH₃)2)

Refernces

• 1、 Tiddens, Martine R.,Klein Gebbink, Robertus J. M.,Otte, Matthias. "The B(C6F5)3-Catalyzed Tandem Meinwald Rearrangement-Reductive Amination". supporting information. p. 3714 - 3717. Retrieved 2016/08/16.
• 2、 Lapkin, I. I.,Yuzhakova, G. A.,Drovneva, R. P.,Andriyanova, N. V.. "COMPLEX-FORMATION REACTIONS OF ORGANOBORON COMPOUNDS XIV. COMPLEX FORMATION OF TRIARYLBORANES WITH 1,3-DIPHENYLGUANIDINE". . p. 301 - 303. Retrieved 2007/10/02.