Tribenzyl borate

Base Information

• Chemical Name: Tribenzyl borate
• CAS No.: 2467-18-7
• Molecular Formula: C21H21BO3
• Molecular Weight: 332.207
• Hs Code.: 2920909090
• European Community (EC) Number: 654-433-0
• NSC Number: 164000
• DSSTox Substance ID: DTXSID40179406
• Nikkaji Number: J42.053K
• Wikidata: Q83049940
• Mol file: 2467-18-7.mol

Synonyms:Tribenzyl borate;2467-18-7;BORIC ACID, TRIBENZYL ESTER;Boric acid (H3BO3), tris(phenylmethyl) ester;NSC 164000;BRN 1997372;AI3-60046;4-06-00-02589 (Beilstein Handbook Reference);tribenzylborate;benzyl borate;boric acid tribenzyl ester;SCHEMBL51017;BORIC ACID (H3BO3),TRIS(PHENYLMETHYL) ESTER;DTXSID40179406;NSC164000;AKOS024323137;NSC-164000;B(OCc1ccccc1)(OCc2ccccc2)OCc3ccccc3;LS-45032;Boric acid(h3bo3),tris(phenylmethyl)ester

Chemical Property of Tribenzyl borate

Chemical Property:

• Vapor Pressure: 3.11E-07mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 431.1 °C at 760 mmHg
• Flash Point: 154.3 °C
• PSA: 27.69000
• Density: 1.102 g/cm³
• LogP: 4.62170
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 332.1583747
• Heavy Atom Count: 25
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Tris(benzyloxy)borane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(OCC1=CC=CC=C1)(OCC2=CC=CC=C2)OCC3=CC=CC=C3
• Uses: Tris(benzyloxy)borane (cas# 2467-18-7) is used in the method for preparing intelligent stress response type silicon-boron polymer micro-gel, which is used in making protective pads for the body.

Technology Process of Tribenzyl borate

There total 12 articles about Tribenzyl borate 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: 88.0%

boric acid (11113-50-1,14635-83-7) + benzyl alcohol (100-51-6,185532-71-2) → boric acid tribenzyl ester (2467-18-7)

Guidance literature:

With calcium hydride; In toluene; byproducts: H2; react. under N2, slow addn. of the alcohol via syringe to B(OH)3 (ratio 3:1) and CaH2, cooling in a water bath, slow heating to 80-90°C for 12 h after abating the H2 gas evolution; distn. of the volatile products under reduced pressure (distn. pot temp. <= 120°C), extn. with hot toluene or cyclohexane under N2;

Reference yield: 76.0%

benzyl alcohol (100-51-6,185532-71-2) → boric acid tribenzyl ester (2467-18-7)

Guidance literature:

With tetraacetyl diborate; at 150 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201002749

Reference yield:

benzaldehyde (100-52-7) → boric acid tribenzyl ester (2467-18-7)

Guidance literature:

With dimethylsulfide borane complex; In toluene; for 24h; Yield given; Ambient temperature;

DOI:10.1016/S0022-328X(96)06640-5

upstream raw materials:

tri-n-propyl borate

benzyl alcohol

triacetoxyborane

benzaldehyde

Downstream raw materials:

trimethylborane

3-benzyloxyanisole

benzyl alcohol

Diphenylmethane

Refernces

• 1、 Fontaine, Frédéric-Georges,Légaré Lavergne, Julien,To, Hoang-Minh. "Boric acid as a precatalyst for BH3-catalyzed hydroboration". . p. 31941 - 31949. Retrieved 2021/12/01.
• 2、 Yang, Xianghua,Fox, Thomas,Berke, Heinz. "Ammonia borane as a metal free reductant for ketones and aldehydes: A mechanistic study". experimental part. p. 7121 - 7127. Retrieved 2011/10/05.