Tetraacetyl diborate

Last updated
Tetraacetyl diborate [1] [2]
Tetraacetyl diborate.png
Names
IUPAC name
[acetyloxy(diacetyloxyboranyloxy)boranyl] acetate
Other names
  • 1,3-Dibora-2-oxapropane-1,1,3,3-tetrol tetraacetate
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/C8H12B2O9/c1-5(11)15-9(16-6(2)12)19-10(17-7(3)13)18-8(4)14/h1-4H3
    Key: ZMJHYNIVOZEJTJ-UHFFFAOYSA-N
  • CC(=O)OB(OB(OC(C)=O)OC(C)=O)OC(C)=O
Properties
C8H12B2O9
Molar mass 273.80 g·mol−1
AppearanceColorless needles
Melting point 147 °C (297 °F; 420 K)
Solubility Soluble in most organic solvents
Hazards
Flash point Not flammable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Tetraacetyl Diborate crystals observed under a microscope. Tetraacetyl Diborate.jpg
Tetraacetyl Diborate crystals observed under a microscope.

Tetraacetyl diborate is an organoboron compound with the molecular formula (CH3COO)2BOB(CH3COO)2.

Contents

Preparation

It is not well known and was discovered accidentally by an attempt trying to make boron triacetate in the 1950s. It was made by reacting boric acid and acetic anhydride around 75 °C (167 °F) under nitrogen which created tetraacetyl diborate and acetic acid. It crystallized as a colorless solid. [1]

2H3BO3 + 5(CH3CO)2O → (CH3COO)2BOB(CH3COO)2 + 6CH3COOH

Reactions

Tetraacetyl diborate reacts with methanol to form water and diacetyl methoxyboron. [1]

Related Research Articles

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<span class="mw-page-title-main">Acetate</span> Salt compound formed from acetic acid and a base

An acetate is a salt formed by the combination of acetic acid with a base. "Acetate" also describes the conjugate base or ion typically found in aqueous solution and written with the chemical formula C
2
H
3
O
2
. The neutral molecules formed by the combination of the acetate ion and a positive ion are also commonly called "acetates". The simplest of these is hydrogen acetate with corresponding salts, esters, and the polyatomic anion CH
3
CO
2
, or CH
3
COO
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<span class="mw-page-title-main">Organoboron chemistry</span> Study of compounds containing a boron-carbon bond

Organoboron chemistry or organoborane chemistry is the chemistry of organoboron compounds or organoboranes, which are chemical compounds of boron and carbon that are organic derivatives of borane (BH3), for example trialkyl boranes..

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<span class="mw-page-title-main">Fluoroboric acid</span> Chemical compound

Fluoroboric acid or tetrafluoroboric acid is an inorganic compound with the simplified chemical formula H+[BF4]. Unlike other strong acids like H2SO4 or HClO4, the pure tetrafluoroboric acid does not exist. The term "fluoroboric acid" refers to a range of chemical compounds, depending on the solvent. The H+ in the simplified formula of fluoroboric acid represents the solvated proton. The solvent can be any suitable Lewis base. For instance, if the solvent is water, fluoroboric acid can be represented by the formula [H3O]+[BF4], although more realistically, several water molecules solvate the proton: [H(H2O)n]+[BF4]. The ethyl ether solvate is also commercially available, where the fluoroboric acid can be represented by the formula [H( 2O)n]+[BF4], where n is most likely 2.

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<span class="mw-page-title-main">Nickel(II) acetate</span> Chemical compound

Nickel(II) acetate is the name for the coordination compounds with the formula Ni(CH3CO2)2·x H2O where x can be 0, 2, and 4. The green tetrahydrate Ni(CH3CO2)2·4 H2O is most common. It is used for electroplating.

<span class="mw-page-title-main">Aluminium monoacetate</span> Chemical compound

Aluminium monoacetate, also known as dibasic aluminium acetate, and formally named dihydroxy aluminium acetate, is a salt of aluminium with acetic acid. It has the formula Al(OH)2(CH3COO), with aluminium in an oxidation state of +3, and appears under standard conditions as a white solid powder.

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Neodymium acetate is an inorganic salt composed of a neodymium atom trication and three acetate groups as anions where neodymium exhibits the +3 oxidation state. It has a chemical formula of Nd(CH3COO)3 although it can be informally referred to as NdAc because Ac is an informal symbol for acetate. It commonly occurs as a light purple powder.

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References

  1. 1 2 3 R. G. Hayter; A. W. Laubengayer; P. G. Thompson (1957). "Tetraacetyl Diborate and So-Called "Boron Acetate"". Journal of the American Chemical Society. 79 (15): 4243–4244. doi:10.1021/ja01572a075.
  2. "Tetraacetyl diborate". PubChem. PubChem. Retrieved 18 February 2021.