Triethyl borate

{{Distinguish|triethylborane}}

{{short description|Chemical compound}}

{{chembox

| Verifiedfields = changed

| verifiedrevid = 470614033

| ImageFile = triethyl borate.png

| ImageSize =

| ImageFile1 = Triethyl-borate-3D-balls.png

| ImageSize1 =

| ImageAlt1 = Triethyl borate molecule

| IUPACName = Triethyl borate

| OtherNames = Boron triethoxide
Boric acid, triethyl ester

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 8659

| InChI = 1/C6H15BO3/c1-4-8-7(9-5-2)10-6-3/h4-6H2,1-3H3

| InChIKey = AJSTXXYNEIHPMD-UHFFFAOYAB

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C6H15BO3/c1-4-8-7(9-5-2)10-6-3/h4-6H2,1-3H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = AJSTXXYNEIHPMD-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 150-46-9

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = WXW2J80ORX

| PubChem = 9009

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 38916

| SMILES = O(B(OCC)OCC)CC

| EINECS = 205-760-9

}}

|Section2={{Chembox Properties

| B=1 | C=6 | H=15 | O=3

| Appearance = clear liquid

| Density = 0.858 g/cm³

| MeltingPtC = -85

| BoilingPtC = 118

| Solubility =

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|Section3={{Chembox Hazards

| MainHazards =

| FlashPtC = 11

| AutoignitionPtC =

}}

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Triethyl borate is a colorless liquid with the formula B(OCH₂CH₃)₃. It is an ester of boric acid and ethanol. It has few applications.{{Ullmann|author=Robert J. Brotherton |author2=C. Joseph Weber |author3=Clarence R. Guibert |author4=John L. Little |title=Boron Compounds|year=2000|doi-10.1002/14356007.a04_309}}

It is a weak Lewis acid (AN = 17 as measured by the Gutmann–Beckett method).M.A. Beckett, G.C. Strickland, J.R. Holland, and K.S. Varma, "A convenient NMR method for the measurement of Lewis acidity at boron centres: correlation of reaction rates of Lewis acid initiated epoxide polymerizations with Lewis acidity", Polymer, 1996, 37, 4629–4631. doi: 10.1016/0032-3861(96)00323-0 It burns with a green flame and solutions of it in ethanol are therefore used in special effects and pyrotechnics.

File:Triethyl borate.jpg

File:Triethyl borate on H3BO3+MgSO4.ogv

It is formed by the reaction of boric acid and ethanol in the presence of acid catalyst, where it forms according to the equilibrium reaction:

:B(OH)₃ + 3 C₂H₅OH {{eqm}} (C₂H₅O)₃B + 3 H₂O

In order to increase the rate of forward reaction, the formed water must be removed from reaction media by either azeotropic distillation or adsorption. It is used as a solvent and/or catalyst in preparation of synthetic waxes, resins, paints, and varnishes. It is used as a component of some flame retardants in textile industry and of some welding fluxes.