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Triethyl borate

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Name

Triethyl borate

EINECS 205-760-9
CAS No. 150-46-9 Density 0.865 g/cm3
PSA 27.69000 LogP 1.08080
Solubility decomposes in water Melting Point -84.5 °C
Formula C6H15BO3 Boiling Point 120 °C at 760 mmHg
Molecular Weight 145.994 Flash Point 11.1 °C
Transport Information UN 1176 3/PG 2 Appearance clear colourless liquid
Safety 7-16-23-9-33 Risk Codes 11
Molecular Structure Molecular Structure of 150-46-9 (Triethyl borate) Hazard Symbols FlammableF
Synonyms

Ethylborate ((EtO)3B) (6CI);Boron ethoxide;Boron ethoxide (B(OEt)3);Borontriethoxide;NSC 2055;Triethoxyborane;Triethoxyboron;

Article Data 129

Triethyl borate Synthetic route

bis(3,5-dimethyl-4-methoxyphenyl)phosphane-borane(1:1)

64-17-5

ethanol

A

150-46-9

triethyl borate

B

122708-97-8

bis(4-methoxy-3,5-dimethylphenyl)-phosphine

Conditions
ConditionsYield
Inert atmosphere; Reflux;A n/a
B 73%
1825-62-3

ethyl trimethylsilyl ether

369-57-3

benzenediazonium tetrafluoroborate

A

150-46-9

triethyl borate

B

420-56-4

trimethylsilyl fluoride

C

103-73-1

Phenetole

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane 1.) 0 to 55 deg C very slowly, 2.) sonication, reflux, 16-17 h;A 63%
B n/a
C 54%
17702-41-9

nido-decaborane

109-95-5

ethyl nitrite

A

58985-53-8

nido-NB9H12

B

150-46-9

triethyl borate

Conditions
ConditionsYield
In tetrahydrofuran byproducts: H2, NO, NO2; addn. of ethylnitrite soln. to borane soln., -78°C; heating to room temp.; stirring, 3h; evapn.; extn. (hexane); evapn.; sublimation, 25°C, 0.001 Torr;A 52%
B n/a
64-17-5

ethanol

1186392-99-3

(2-biphenyl)dicyclohexylphosphane-borane(1:1)

A

150-46-9

triethyl borate

B

247940-06-3

CyJohnPhos

Conditions
ConditionsYield
Inert atmosphere; Reflux;A n/a
B 52%
11113-50-1

boric acid

150-46-9

triethyl borate

Conditions
ConditionsYield
With ethanol In benzene a mixt. of ethanol, benzene, orthoboric acid, and anhydrous CuSO4 is boiled on a Dean-Stark apparatus with driving off water (40-50 h);; repeated fractional distn.;;35%
With ethanol
With ethanol In ethanol at room temp.;
With ethanol In ethanol at room temp.;
With C2H5OH
121-43-7

Trimethyl borate

64-17-5

ethanol

150-46-9

triethyl borate

688-74-4

boric acid tributyl ester

64-17-5

ethanol

150-46-9

triethyl borate

Conditions
ConditionsYield
With sulfuric acid
64-17-5

ethanol

23561-28-6

diethyl boronate

150-46-9

triethyl borate

64-17-5

ethanol

150-46-9

triethyl borate

Conditions
ConditionsYield
With boron trichloride
With sodium borate; acetic acid
With boron trichloride at -60℃; im Hochvakuum;
20905-32-2

bis(ethoxy)chloroborane

150-46-9

triethyl borate

Conditions
ConditionsYield
With sodium
With zinc

Triethyl borate Specification

The IUPAC name of this chemical is triethyl borate. With the CAS registry number 150-46-9, it is also named as Boric acid, triethyl ester. The product's categories are Organometallics; B (Classes of Boron Compounds); Boric Acid Esters; Boric Acid Triesters. It is clear colourless liquid which reacts easily with water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place at the temperature of 0-6 °C. 

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.04; (4)ACD/LogD (pH 7.4): 3.04; (5)ACD/BCF (pH 5.5): 121.31; (6)ACD/BCF (pH 7.4): 121.31; (7)ACD/KOC (pH 5.5): 1079.6; (8)ACD/KOC (pH 7.4): 1079.6; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.374; (13)Molar Refractivity: 38.51 cm3; (14)Molar Volume: 168.6 cm3; (15)Surface Tension: 22.3 dyne/cm; (16)Enthalpy of Vaporization: 34.33 kJ/mol; (17)Vapour Pressure: 18.6 mmHg at 25°C; (18)Rotatable Bond Count: 6; (19)Exact Mass: 146.111425; (20)MonoIsotopic Mass: 146.111425; (21)Topological Polar Surface Area: 27.7; (22)Heavy Atom Count: 10; (23)Complexity: 55.7.

Preparation of Triethyl borate: It can be obtained by dissolving boric acid in ethanol. The equilibrium reaction is as following:
B(OH)3 + 3 C2H5OH (C2H5O)3B + 3 H2O

Uses of Triethyl borate: It is used as a solvent and/or catalyst in preparation of synthetic waxes, resins, paints, and varnishes. It is also used as a component of some flame retardants in textile industry and of some welding fluxes.In addition, it can react with 1-bromomethyl-3-methyl-benzene and carbon monoxide to get m-tolyl-acetic acid ethyl ester. This reaction needs catalytic agent 1,5-hexadieneρdium chloride at temperature of 75 °C and the pressure of 760.0002. The yield is 100%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. When use it, people must not breathe vapour. And take precautionary measures against static discharges. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O(B(OCC)OCC)CC
2. InChI:InChI=1/C6H15BO3/c1-4-8-7(9-5-2)10-6-3/h4-6H2,1-3H3
3. InChIKey:AJSTXXYNEIHPMD-UHFFFAOYAB

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2100mg/kg (2100mg/kg)   "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964.

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