Basic information Reaction Safety Supplier Related

TETRAHYDROXYDIBORON

Basic information Reaction Safety Supplier Related

TETRAHYDROXYDIBORON Basic information

Product Name:
TETRAHYDROXYDIBORON
Synonyms:
  • (Dihydroxyboranyl)boronic acid
  • TETRAHYDROXYDIBORON
  • Hypoboric acid
  • sub-Boric acid
  • Tetrahydroxydiborane
  • Tetrahydroxydiborane, Diboronic acid
  • Tetrahydroxydiboron, Min. 95%
  • Hypodiboric acid
CAS:
13675-18-8
MF:
B2H4O4
MW:
89.65
Product Categories:
  • Borylation Reagents
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • New Products for Chemical Synthesis
  • Organometallic Reagents
Mol File:
13675-18-8.mol
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TETRAHYDROXYDIBORON Chemical Properties

Melting point:
>385 °C
Density 
1.435±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
pka
8.62±0.43(Predicted)
form 
solid
color 
white
Sensitive 
moisture sensitive
InChI
InChI=1S/B2H4O4/c3-1(4)2(5)6/h3-6H
InChIKey
SKOWZLGOFVSKLB-UHFFFAOYSA-N
SMILES
B(B(O)O)(O)O
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/22-36/37/38
Safety Statements 
22-36
WGK Germany 
3
HS Code 
2810009000
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TETRAHYDROXYDIBORON Usage And Synthesis

Reaction

  1.  Reagent used for the palladium-catalyzed aryl borylation of aryl halides.
  2.  Reagent used for the copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds.
  3.  Reagent used for the nickel-catayzed (het)aryl borylation of aryl halides.
  4.  Reagent used for the palladium-catalyzed borylation of allylic alcohols.

Uses

suzuki reaction

Uses

Tetrahydroxydiboron can be used as a lubricating oil composition.

Definition

ChEBI: Hypodiboric acid is a boron oxoacid. It has a role as an inorganic acid. It derives from a hydride of a diborane(4).

Synthesis

7732-18-5

158752-98-8

13675-18-8

Tetrakis(pyrrolidino)diborane (0.1 mole) was added to a three-necked flask equipped with a titration and refluxing device under a nitrogen atmosphere with 50-60 times the volume of electrophoretic grade deionized water. The temperature of the reaction system was raised to 100 °C and the reaction was refluxed for 1.5 hours. Subsequently, the unit was replaced with an atmospheric pressure distillation unit and distilled to remove the tetrahydropyrrole generated in the reaction. After the tetrandrine was completely evaporated, the reaction solution was cooled to room temperature, at which point a solid precipitated. The solid was collected by filtration and dried to give 8.5 g of white solid tetrahydroxydiboron, which was analyzed by HNMR to confirm that the purity was greater than 98%, which was consistent with literature reports. The resulting tetrahydroxydiboron was dissolved in 45 mL of methanol and stirred at room temperature until completely dissolved (took about 10-15 min). Subsequently, aqueous KHF2 solution (0.38 mol) was added and stirring was continued for 1 h at room temperature. After completion of the reaction, the system was left to stratify and the lower liquid was carefully separated. The lower liquid was distilled to dryness, acetone was added and the mixture was filtered to give 15.8 g of white solid potassium boron trifluoride in 74% overall yield.

References

[1] Patent: CN104945426, 2017, B. Location in patent: Paragraph 0026; 0027; 0028

TETRAHYDROXYDIBORONSupplier

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