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Cas Database

150-46-9

150-46-9

Identification

  • Product Name:Boric acid (H3BO3),triethyl ester

  • CAS Number: 150-46-9

  • EINECS:205-760-9

  • Molecular Weight:145.994

  • Molecular Formula: C6H15BO3

  • HS Code:2920.90

  • Mol File:150-46-9.mol

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

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Safety information and MSDS view more

  • Pictogram(s):FlammableF

  • Hazard Codes:F

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapour

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:Triethyl borate
  • Packaging:2mL
  • Price:$ 60
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  • Manufacture/Brand:TRC
  • Product Description:Triethyl borate
  • Packaging:1mL
  • Price:$ 45
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  • Product Description:Triethyl Borate >97.0%(T)
  • Packaging:100mL
  • Price:$ 32
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethyl Borate >97.0%(T)
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  • Price:$ 12
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethyl Borate >97.0%(T)
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Triethylborate, 98.5+%
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Triethylborate, 98.5+%
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Relevant articles and documentsAll total 22 Articles be found

Beachell,Schar

, p. 2943 (1958)

-

Mikhailov,B.M.,Blokhina,A.N.

, (1962)

-

Urs

, p. 29 (1957)

-

Brown et al.

, p. 3613 (1956)

-

-

Lehmann et al.

, p. 1226,1227,1228 (1959)

-

-

Tuchagues,Laurent

, p. 1469,1470,1471 (1974)

-

Denson, C. L.,Crowell, T. I.

, p. 5656 - 5658 (1957)

Burg,Stone

, p. 228 (1953)

Lalancette,Beauregard

, p. 5169 (1967)

Application of Mechanochemical Catalysis to the Synthesis of Boric Acid Esters

Molchanov,Goidin,Golovin,Zolotovskaya,Bogdanov,Volodin

, p. 536 - 541 (2002)

The syntheses of triisopropyl borate and other boric acid esters under conditions of mechanochemical activation (MCA) with the use of zeolite catalysts were presented. The proposed method showed short synthesis times, low energy consumption, higher yields of target products, and the absence of byproducts. The mechanism of the catalytic esterification of boric acid under conditions of MCA was described. The conversion was no > 30%. The introduction of zeolites into the reaction zone increased the degree of conversion because of water removal from the reaction medium. Lower conversions of 2-butanol were related to its high viscosity, as a result of which the intensity of MCA was considerably decreased.

Bains,Arthur jr.

, p. 365,368 (1971)

Reaction of triethyl phosphite with boron tribromide

Lewkowski, Jaroslaw,Mortier, Jacques,Vaultier, Michel

, p. 707 - 710 (2000)

Reaction of boron tribromide with triethyl phosphite led to the formation of triethyl tribromoborophosphate 1, a complex bearing a P→B bond.

Methyl camouflage in the ten-vertex: Closo -dicarbaborane(10) series. Isolation of closo -1,6-R2C2B8Me8 (R = H and Me) and their monosubstituted analogues

Bakardjiev, Mario,Tok, Oleg L.,R??i?ka, Ale?,R??i?ková, Zdeňka,Holub, Josef,Hnyk, Drahomír,?palt, Zbyněk,Fanfrlík, Jind?ich,?tíbr, Bohumil

, p. 11070 - 11076 (2018)

Reported are procedures leading to the first types of methyl camouflaged dicarbadecaboranes with fewer than eleven vertices. The compounds contain the closo-1,6-C2B8 scaffolding inside the egg-shaped hepta-decamethyl sheath, which im

Perkins, G. T.,Crowell, T. I.

, p. 6013 - 6016 (1956)

Beachell,Meeker

, p. 1796 (1956)

Barnes et al.

, p. 2799,2811 (1971)

Low-Temperature Hypergolic Ignition of 1-Octene with Low Ignition Delay Time

Sheng, Haoqiang,Huang, Xiaobin,Chen, Zhijia,Zhao, Zhengchuang,Liu, Hong

, p. 423 - 434 (2021/02/05)

The attainment of the efficient ignition of traditional liquid hydrocarbons of scramjet combustors at low flight Mach numbers is a challenging task. In this study, a novel chemical strategy to improve the reliable ignition and efficient combustion of hydrocarbon fuels was proposed. A directional hydroboration reaction was used to convert hydrocarbon fuel into highly active alkylborane, thereby leading to changes in the combustion reaction pathway of hydrocarbon fuel. A directional reaction to achieve the hypergolic ignition of 1-octene was designed and developed by using Gaussian simulation. Borane dimethyl sulfide (BDMS), a high-energy additive, was allowed to react spontaneously with 1-octene to achieve the hypergolic ignition of liquid hydrocarbon fuel at -15 °C. Compared with the ignition delay time of pure 1-octene (565 °C), the ignition delay time of 1-octene/BDMS (9:1.2) decreased by 3850% at 50 °C. Fourier transform infrared spectroscopy and gas chromatography-mass spectrometry confirmed the directional reaction of the hypergolic ignition reaction pathway of 1-octene and BDMS. Moreover, optical measurements showed the development trend of hydroxyl radicals (OH·) in the lower temperature hypergolic ignition and combustion of 1-octene. Finally, this study indicates that the enhancement of the low-temperature ignition performance of 1-octene by hydroboration in the presence of BDMS is feasible and promising for jet propellant design with tremendous future applications.

Carboranes as Aryl Mimetics in Catalysis: A Highly Active Zwitterionic NHC-Precatalyst

Selg, Christoph,Neumann, Wilma,L?nnecke, Peter,Hey-Hawkins, Evamarie,Zeitler, Kirsten

supporting information, p. 7932 - 7937 (2017/06/19)

Modern catalysis takes advantage of aryl-based interactions to tune and control reactions. In the design of N-heterocyclic-carbene catalysts, both the electronic and steric nature of the nitrogen substituents play a crucial role. Although hydrocarbon-based systems and especially aryl residues have contributed considerably to overcome multifaceted catalytic challenges, the unique properties of carborane moieties, including delocalized charge, potential planar chirality, and well-known thermodynamic stability, offer unprecedented opportunities to develop new catalysts while being employed as aryl mimetics. We report a straightforward synthetic route to a novel zwitterionic triazolium-based N-heterocyclic carbene (NHC) precatalyst bearing a 7,8-dicarba-nido-undecaboranyl substituent. The catalyst's excellent activity and its broad applicability are demonstrated in a wide range of organocatalytic transformations. Comparison of the performance with known N-aryl NHC catalysts offers preliminary insights into the stereoelectronic nature of this nido-carboranyl substituent.

Rehydrogenation of aminoboranes to amine-boranes using H2O: Reaction scope and mechanism

Leitao, Erin M.,Manners, Ian

, p. 2199 - 2205 (2015/05/13)

Water has been successfully employed as a reagent with which to rehydrogenate aminoboranes (e.g., iPr2N=BH2, 2,2,6,6-Me4C5H6N=BH2, and also transient Me2N=BH2 derived from 1/2[Me2N-BH2]2) to amine-boranes (e.g., iPr2NH·BH3, 2,2,6,6-Me4C5H6NH·BH3, Me2NH·BH3) in approximately 30 yield. The conversion to amine-boranes from the corresponding aminoboranes using this method represents an example of a metal-free, single-step route for the hydrogenation of the B=N bond. Deuterium labeling studies indicated that the protic hydrogen (N-H) on the rehydrogenated amine-borane was derived from H2O, whereas the third hydridic hydrogen (B-H) on the amine-borane was generated from the formation of a postulated hydride-bridged intermediate H2B(μ-H)(μ-NR2)B(OH)H (R2 = Me2, iPr2, 2,2,6,6-Me4C5H6), which requires a second equivalent of the starting aminoborane, thus explaining the low yield. Formation of insoluble borates (BxOyHz) provides a driving force for the reaction. Significantly, the yield can be increased by adding a sacrificial source of BH3 (e.g., to ca. 53% for BH3·THF) or by adding a separate source of H- (e.g., to ca. 95% for LiBH4) to complement the H+ (from H2O) in a more atom-efficient reaction.

Gold(I) complexes of tetrathiaheterohelicene phosphanes

Cauteruccio, Silvia,Loos, Annette,Bossi, Alberto,Blanco Jaimes, Maria Camila,Dova, Davide,Rominger, Frank,Prager, Stefan,Dreuw, Andreas,Licandro, Emanuela,Hashmi, A. Stephen K.

, p. 7995 - 8004 (2013/08/23)

New tetrathia[7]helicene-based (7-TH-based) gold(I) complexes 6 and 7 have been readily prepared by reaction of the respective phosphine ligands 2 and 3 with Au(tht)Cl in a 1:1 and 1:2 molar ratio, respectively. These complexes have been fully characterized by analytical and spectroscopic techniques as well as quantum chemical calculations. The molecular structure of dinuclear complex 7 has been determined by single-crystal X-ray diffraction, showing a gold-gold interaction of 3.1825(3) A and a significant contraction of the 7-TH total dihedral angle. Au(I) complex 7 displays luminescence emission at room and low temperature in diluted solution and in the solid state. Quantum chemical calculations show that the luminescence emission at room temperature is primarily due to slightly perturbed fluorescence emission from purely ππ* excited states of the conjugated helicene scaffold. At 77 K phosphorescence emission is displayed as well. Preliminary studies on the use of 6 and 7 as catalysts in typical Au(I)-catalyzed cycloisomerizations have demonstrated the reactivity of these systems in the intramolecular allene hydroarylations and the hydroxycarboxylation of allene-carboxylates.

Process route upstream and downstream products

Process route

2,4-dicarba-closo-heptaborane
20693-69-0

2,4-dicarba-closo-heptaborane

triethyl borate
150-46-9

triethyl borate

hydrogen
1333-74-0

hydrogen

Conditions
Conditions Yield
With hydrogenchloride; 20 h at 50°C then water-free HCl;
With HCl; 20 h at 50°C then water-free HCl;
ethanol
64-17-5

ethanol

tris(2-tolyl)phosphane-borane(1:1)
878809-28-0

tris(2-tolyl)phosphane-borane(1:1)

triethyl borate
150-46-9

triethyl borate

tris-(o-tolyl)phosphine
6163-58-2

tris-(o-tolyl)phosphine

Conditions
Conditions Yield
Inert atmosphere; Reflux;
96%
ethyl trimethylsilyl ether
1825-62-3

ethyl trimethylsilyl ether

benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

triethyl borate
150-46-9

triethyl borate

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

Phenetole
103-73-1

Phenetole

Conditions
Conditions Yield
In 1,1,2-Trichloro-1,2,2-trifluoroethane; 1.) 0 to 55 deg C very slowly, 2.) sonication, reflux, 16-17 h;
63%
54%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

heptanal
111-71-7

heptanal

triethyl borate
150-46-9

triethyl borate

2,6-dimethylheptane
1072-05-5

2,6-dimethylheptane

7-methylpentadecane
6165-40-8

7-methylpentadecane

Hexadecane
544-76-3

Hexadecane

Octanal
124-13-0

Octanal

di-n-octyl ether
629-82-3

di-n-octyl ether

tri-n-butylboroxine
7359-98-0

tri-n-butylboroxine

trioctylborane

trioctylborane

Conditions
Conditions Yield
With air; Inert atmosphere;
ethanol
64-17-5

ethanol

(2-biphenyl)dicyclohexylphosphane-borane(1:1)
1186392-99-3

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

triethyl borate
150-46-9

triethyl borate

CyJohnPhos
247940-06-3

CyJohnPhos

Conditions
Conditions Yield
Inert atmosphere; Reflux;
52%
ethanol
64-17-5

ethanol

triphenylphosphine borane
2049-55-0

triphenylphosphine borane

triethyl borate
150-46-9

triethyl borate

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
Inert atmosphere; Reflux;
95%
glycerinato borane
279-21-0

glycerinato borane

ethanol
64-17-5

ethanol

triethyl borate
150-46-9

triethyl borate

Conditions
Conditions Yield
100°C, closed tube;;
100°C, closed tube;;
ethanol
64-17-5

ethanol

methylenebis(diphenylphosphane)-borane(1:2)
24442-15-7

methylenebis(diphenylphosphane)-borane(1:2)

triethyl borate
150-46-9

triethyl borate

bis-diphenylphosphinomethane
2071-20-7

bis-diphenylphosphinomethane

Conditions
Conditions Yield
Inert atmosphere; Reflux;
91%
triisobutyl borate
13195-76-1

triisobutyl borate

ethanol
64-17-5

ethanol

triethyl borate
150-46-9

triethyl borate

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

Conditions
Conditions Yield
In ethanol; determination of reaction rate at 0 and 25°C;; Kinetics;
In ethanol;
ethanol
64-17-5

ethanol

tri-sec-butylborate
22238-17-1

tri-sec-butylborate

triethyl borate
150-46-9

triethyl borate

iso-butanol
78-92-2,15892-23-6

iso-butanol

Conditions
Conditions Yield
In ethanol; determination of reaction rate at 0 and 25°C;; Kinetics;
In ethanol; catalysis by amines and phenoles;; Kinetics;
In ethanol;

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