| CAS: | 73183-34-3 |
| MF: | C12H24B2O4 |
| MW: | 253.94 |
| EINECS: | 615-925-0 |
| Product Categories: | Reagent;Organoborons;Miscellaneous;Diboron Esters;B (Classes of Boron Compounds);CHIRAL CHEMICALS;blocks;BoronicAcids;Small molecule;Aliphatics;Boronic Acids & Esters;DIBORON SERIES;Boronic Acids & Esters;OLED materials,pharm chemical,electronic;Pharmaceutical Intermediates;Boron Compounds;73183-34-3 |
| Mol File: | 73183-34-3.mol |
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| Bis(pinacolato)diboron Chemical Properties |
| Melting point | 137-140 °C(lit.) |
| Boiling point | 222.6±7.0 °C(Predicted) |
| density | 0.98 |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Powder or Platelets |
| color | White |
| Water Solubility | Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water. |
| Sensitive | moisture sensitive |
| Merck | 14,1300 |
| BRN | 7703552 |
| InChIKey | IPWKHHSGDUIRAH-UHFFFAOYSA-N |
| CAS DataBase Reference | 73183-34-3(CAS DataBase Reference) |
| Bis(pinacolato)diboron Usage And Synthesis |
| Definition | Bis(pinacolato)diboron is a covalent compound containing two boron atoms and two pinacolato ligands. It has the formula [(CH3)4C2O2B]2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B2pin2. |
| Uses | It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis. Unlike some other diboron compounds, B2pin2 is not moisture-sensitive and can be handled in air. |
| Reaction | Reagent used for the synthesis of aryl, alkenyl, allyl and alkylboronic esters. Reagent used for the borylation of an α,β-unsaturated ketones. Reagent used for the synthesis of precursors for conducting polymers. Reagent used for the synthesis of in vivo fluorescent probes. Reagent used for the diborylation of alkynes.
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| Preparation | Bis(pinacolato)diboron may be prepared by reacting tetrakis(dimethylamino)diboron with pinacol in acidic conditions. The B-B bond length is 1.711(6) Å.
The B-B bond adds across alkenes and alkynes to give the 1,2-diborylated alkanes and alkenes. Using various organorhodium or organoiridium catalysts, it can also be installed onto saturated hydrocarbons: CH3(CH2)6CH3 + [pinB]2 → pinBH + CH3(CH2)7Bpin These reactions proceed via boryl complexes. |
| Suzuki reaction | In the Suzuki reaction, Bis (pinacolato) diboron has the advantages of high reaction selectivity, mild conditions, and high yield. For some compounds that are unstable or need to improve the selectivity of the reaction, Bis (pinacolato) diboron and aryl halide are used. React is a good choice. |
| Chemical Properties | Bis(pinacolato)diboron is a white crystal powder, It is commonly used coupling reagent. |
| Uses | suzuki reaction |
| Uses | Bis(pinacolato)diboron is used as a condensation agent in the preparation poly(arylene)s. Bis(pinacolato)diboron is an organoboranate with potential use as matrix metallo-proteinase (MMP-2) inhibitor. |
| Uses | As a boron source in Pt-mediated diborations, coupling reactions; in Rh-or Ir-mediated borylations of alkanes and arenes, and in carbenoid chemistry. |
| Definition | ChEBI: Bis(pinacolato)diboron is a 1,3,2-dioxaborolane that is 4,4,5,5-tetramethyl-1,3,2-dioxaborolane in which the boron hydrogen at position 2 is replaced by a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group. It is a reagent used in organic synthesis to synthesise pinacol boronic esters. It has a role as an EC 3.4.24.24 (gelatinase A) inhibitor. |
| General Description | Bis(pinacolato)diboron or (B2pin2) is the most commonly used diborane reagent in organic synthesis due to its high stability in air and moisture. It can be synthesized by treating tetrakis(dimethylamino)diboron with pinacol in acidic conditions. |
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Packing:25kg/drum
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Payment:T/T,western union,moneygram
Packaging Details drum
Port:Tianjin
Lead Time :
| Quantity(Kilograms) | 1 - 10000 | >10000 |
| Est. Time(days) | 5 | To be negotiated |
Company information
Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in 4'-Methylacetophenone,Levamisole hydrochloride ,N-Methylformamide and other chemical reagents research and development production enterprises. Our business covers more than 30 countries, most of the big customers come from Europe, America and other countries in the world, we can guarantee the quality and price. In recent decades, with the efforts of all employees, we have established many cooperative companies in shandong, henan, guangdong and other places. Our corporate purpose is based on the market, enhance the strength, take the road of scientific and environmental sustainable development, relying on the country. Technology r & d center, increase the investment in r & d, based on the domestic market, expand the international market, manufacturing quality products, sincere service to the society, into a modern, ecological, scientific and technological enterprise world.
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