Name | TETRAHYDROXYDIBORON |
Synonyms | sub-Boric acid Hypoboric acid Hypodiboric acid TETRAHYDROXYDIBORON Tetrahydroxydiborane tetrahydroxydiborane (Dihydroxyboranyl)boronic acid Tetrahydroxydiborane, Diboronic acid |
CAS | 13675-18-8 |
InChI | InChI=1/B2H4O4/c3-1(4)2(5)6/h3-6H |
Molecular Formula | B2H4O4 |
Molar Mass | 89.65 |
Density | 1.435±0.06 g/cm3(Predicted) |
Melting Point | >385 °C |
Solubility | soluble in Methanol |
Appearance | White to yellow to brown powder |
Color | white |
pKa | 8.62±0.43(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Sensitive | moisture sensitive |
Refractive Index | 1.397 |
MDL | MFCD05663888 |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
Application | Tetrahydroxydiboron is mainly used to synthesize pharmaceutical intermediates in Suzuki coupling. The earliest synthesis of tetrahydroxydiboron can be traced back to 1955 years. Wartik uses zinc electrode inserted into liquid boron trichloride to generate diboron tetrachloride, then diboron tetrachloride reacts with water to first generate tetrahydroxydiboron, and then heats to 220 ℃ for dehydration to generate (BO)X; In 1961, the McCloskey was adopted at 0 ℃, quantitative hydrochloric acid was added dropwise to tetrakis (dimethylaminogroup) biobon and water mixture to generate tetrahydroxydiboron with 56% yield. In the next five decades, there was almost no public method report in the literature, until Molander 2012 once again mentioned the use of the latter method to synthesize tetrahydroxydiboron. |
preparation | after adding 10% hydrochloric acid (4.5eq) in the reaction bottle, the temperature is reduced to 0 ℃, tetra (dimethylaminogroup) boborb (39.6g,0.2mol,1.0eq) is slowly added into the above hydrochloric acid solution dropwise. during the dropwise process, solids gradually precipitate out, and the dropwise addition is completed, gradually raised to room temperature, kept warm, stirred for 3 hours, filtered to obtain a white solid product of 16.9g after vacuum drying at 40-60 ℃, with a yield of 94.2%;GC derivatization (dissolving the product in methanol, adding pinanol derivatization) detection content 97.9%,HPLC:99.5%;HNMR(DMSO-d6 H2O):8.84(0.02),8.61(1.00), 7.59(5.28),6.50(0.02){Note: Peak area value in brackets}; The above products are added with 60mL of 0.05% dilute hydrochloric acid, the temperature is controlled at 5-10 ℃, stirred for 30 minutes, filtered, and the obtained solid is dried at 40-60 ℃ to obtain 16.5g of white product. |