30989-05-0

Basic information

• Product Name: tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] orthoborate
• Synonyms: Ethanol, 2-2-(2-methoxyethoxy)ethoxy-, triester with boric acid (H3BO3);Tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl]orthoborat;Ethanol, 2-[2-(2-methoxyethoxy)ethoxy]-, triester with boric acid;Ethanol,2-[2-(2-methoxyethoxy)ethoxy]-,triester with boric acid;Boric acid tris(3,6,9-trioxadecane-1-yl) ester;Boric acid tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] ester;Tris(1,4,7,10-tetraoxaundecane-1-yl)borane;Tris(3,6,9-trioxadecane-1-yloxy)borane
• CAS NO: 30989-05-0
• Molecular Formula: C₂₁H₄₅BO₁₂
• Molecular Weight: 500.3858
• EINECS: 250-418-4
• Mol File: 30989-05-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 493.3°C at 760 mmHg
• Flash Point: 252.1°C
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 2.17E-09mmHg at 25°C
• Refractive Index: 1.435
• CAS DataBase Reference: tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] orthoborate(CAS DataBase Reference)
• NIST Chemistry Reference: tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] orthoborate(30989-05-0)
• EPA Substance Registry System: tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] orthoborate(30989-05-0)

Safety Data

• Hazardous Substances Data: 30989-05-0(Hazardous Substances Data)

Usage

General Description

Tris[2-[2-(2-methoxyethoxy)ethoxy]ethyl] orthoborate, also known as TEGGB, is a boron-based chemical compound often used as a flame retardant and as an electrolyte in lithium-ion batteries. It is a highly stable and non-volatile material, making it suitable for a wide range of applications. TEGGB has a high thermal stability and can effectively reduce the flammability of various materials when used as a flame retardant. In addition, it has good compatibility with other chemicals and exhibits excellent ionic conductivity, making it a promising candidate for use in advanced battery technologies. Overall, TEGGB is a versatile chemical with a range of industrial applications due to its unique properties.

InChI:InChI=1/C21H45BO12/c1-23-4-7-26-10-13-29-16-19-32-22(33-20-17-30-14-11-27-8-5-24-2)34-21-18-31-15-12-28-9-6-25-3/h4-21H2,1-3H3

Synthetic route

triethylene glucol monomethyl ether (112-35-6) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
With boric acid In toluene for 24h; Reflux;	90%
With boric acid In benzene for 20h; Condensation; Heating;	88%
With boric acid for 20h; Condensation; Heating;	88%

triethylene glucol monomethyl ether (112-35-6) + boric acid (11113-50-1) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
In toluene under dry N2 using std. vac.-line Schlenk technique; placed into round-bottom flask attached to Dean-Stark app. with reflux condenser, refluxed for 24 h; product distd. under high vac.;	90%
In further solvent(s) boric acid heated with the alcohol for ca. 20 h in Dean-Stark apparatus; solvent evapd. under reduced pressure; borate distd.;	88%
In not given according to B. Leska, R. Pankiewicz, G. Schroeder, A. Maia, TetrahedronLett., 2006, 47, 5673;
With sulfuric acid; potassium carbonate In toluene excess of polyethylene glycol monomethylether, boric acid and 2-3 dropssulphuric acid in toluene refluxed 9 hs; cooled, anhyd. K2CO3 added, left to stand 1.5 hs; soln. decanted under N2, toluene distd. off, vac. distn. (220 °C, 0.07 mmHg);

boron trioxide + triethylene glucol monomethyl ether (112-35-6) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
In not given byproducts: H2O; (Ar);

boron trioxide + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → tri(methoxyethoxyethoxyethoxy)boroxine (322471-05-6)

Conditions	Yield
In not given stoich. quantities of B(OR)3 and boric oxide heated to 110 °C under dry N2 until a clear liquid is obtained;

chloroauric acid + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → tris(1,4,7,10-tetraoxaundecane) borate*HAuCl4 (263752-20-1)

Conditions	Yield
In ethanol under N2; equimolar amts. of Au complex and borate in ethanol were mixed; solvent evapd. under reduced pressure at room temp.;

antimony(V) chloride (7647-18-9) + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → B(OCH2CH2OCH2CH2OCH2CH2OCH3)3[SbCl5]

Conditions	Yield
In d(4)-methanol educts in 1:1 molar ratio;

Upstream product

• 112-35-6 triethylene glucol monomethyl ether 
• 11113-50-1 boric acid 

Relevant articles and documents

Electrochemical performances of lithium ion battery using alkoxides of group 13 as electrolyte solvent

Tris(methoxy polyethylenglycol) borate ester (B-PEG) and aluminum tris(polyethylenglycoxide) (Al-PEG) were used as electrolyte solvent for lithium ion battery, and the electrochemical property of these electrolytes were investigated. These electrolytes, e

Nanocomposites based on borate esters as improved lithium-ion electrolytes

Borate esters with different lengths of ethyleneoxy units were investigated as electrolyte solvents for lithium salts such as lithium triflate, perchlorate, bis(trifluoromethanesulfonyl)imide, bis(pentafluoroethanesulfonyl) imide and bis(oxalato)borate. The ionic conductivity of the salt solutions was measured to be of the order of 10-3 to 10-4 S cm -1 at room temperature. Transference number measurements for the borate ester-lithium perchlorate system indicated roughly equal contributions of cations and anions to the total conductivity, while the borate ester-lithium bis(oxalato)borate showed predominant anionic conductivity. Nanocomposite electrolytes were prepared by heterogeneous doping of the borate esters with silica. Composites with 10 nm silica particles exhibited low-viscous electrolyte behavior with a clear but modest conductivity enhancement at very low volume fractions of silica and a depression of the conductivity value at higher volume fractions. In the case of fumed silica (7 nm) the nanocomposites had at a sufficiently high volume fraction and a jelly, transparent appearance with the favorable mechanical properties of a high-viscous semi-solid without noteworthy decrease in the Li ion conductivity. In particular the last material with its combination of favourable electrical, mechanical and optical properties, promises to be a viable candidate for various applications (Li-based batteries, solar cells). The Royal Society of Chemistry 2011.

B-podand complexes with sodium ions: the reaction heats and PM5 semiempirical calculation

The complexation reactions of two types of tris(oxaalkyl) borates (B-podands with CH3 or C16H33 terminal groups) with Na+ cations have been studied by calorimetric and PM5 theoretical methods. Both methods provi