CAS 73183-34-3

Bis(pinacolato)diborane

Description:

Bis(pinacolato)diborane, commonly referred to as B2pin2, is an organoboron compound characterized by its unique structure and reactivity. It features two boron atoms each bonded to a pinacolato group, which is derived from pinacol, a diol. This compound is typically a colorless to pale yellow liquid and is known for its stability under ambient conditions, making it a valuable reagent in organic synthesis, particularly in the formation of boron-containing compounds. B2pin2 is often utilized in cross-coupling reactions, such as Suzuki-Miyaura coupling, due to its ability to serve as a boron source. Its reactivity can be attributed to the presence of the boron atoms, which can undergo various transformations, including oxidation and coordination with other nucleophiles. Additionally, Bis(pinacolato)diborane is soluble in common organic solvents, enhancing its utility in laboratory settings. Safety precautions should be observed when handling this compound, as it can be flammable and may pose health risks if inhaled or ingested.

Formula: C₁₂H₂₄B₂O₄

InChI: InChI=1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3

InChI key: InChIKey=IPWKHHSGDUIRAH-UHFFFAOYSA-N

SMILES: CC1(C)OB(OC1(C)C)B2OC(C)(C)C(C)(C)O2

Synonyms:

• 1,3,2-Dioxaborolane, bimol. deriv.
• 2,2′-Bi-1,3,2-dioxaborolane, 4,4,4′,4′,5,5,5′,5′-octamethyl-
• 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-Bi-1,3,2-Dioxaborolane
• 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi(1,3,2-dioxaborolane)
• 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolan
• 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane [B₂(pin)₂]
• 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bis(1,3,2-dioxaborolane)
• 4,4,5,5,4′,4′,5′,5′-Octamethyl-2,2′-Bi(1,3,2-Dioxaborolane)
• 4,4,5,5,4′,4′,5′,5′-Octamethyl-2,2′-bis(1,3,2-dioxaborolane)
• 4,4,5,5,4′,4′,5′,5′-Octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl]
• 4,4,5,5-Tetramethyl-1,3,2-dioxaborane
• 4,4,5,5-Tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
• 4,4,5,5-Tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolan
• 4,4,5,5-Tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
• 4,4′,5,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane
• B₂Pin₂
• Bis(2,2,3,3-Tetramethyl-2,3-Butanedionato)Diboron
• Bis(4,4,5,5-tetramethyl-[1,3]dioxolan-2-yl)borane
• Bis(pinacolate)diboron
• Bis(pinacolato) diborate
• Bis(pinacolato)diborane
• Bis(pinacolato)diborane(4)
• Bis(pinanolato)diboron
• Bis-pinacoldiboron
• Bispinacolatodiboronmin
• Diboron Pinacol Ester
• Dipinacoldiboron
• Octamethyl-2,2′-bi(1,3,2-dioxaborolane)
• Pinacol diborane

Bis(pinacolato)diboron

CAS: 73183-34-3

Formula: C₁₂H₂₄B₂O₄

Purity: >99.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 253.94

Ref: 3B-B1964

Bis(pinacolato)diboron, 98+%

CAS: 73183-34-3

Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation

Formula: C₁₂H₂₄B₂O₄

Purity: 98+%

Color and Shape: White to pale cream, Lumps and/or powder

Molecular weight: 253.94

Ref: 02-L16088

Bis(Pinacolato)Diboron

CAS: 73183-34-3

Formula: C₁₂H₂₄B₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 253.9386

Ref: IN-DA0034J4

Bis(pinacolato)diboron

CAS: 73183-34-3

Bis(pinacolato)diboron

Formula: C₁₂H₂₄B₂O₄

Purity: 99%

Color and Shape: white crystalline solid

Molecular weight: 253.93855g/mol

Ref: 54-OR5456

Bis(pinacolato)diboron

CAS: 73183-34-3

Formula: C₁₂H₂₄B₂O₄

Purity: ≥ 99.0%

Color and Shape: White or off-white crystalline powder or crystals

Molecular weight: 253.94

Ref: 7W-GK6469

Bis(pinacolato)diboron

CAS: 73183-34-3

Formula: C₁₂H₂₄B₂O₄

Purity: 99.0%

Color and Shape: Solid

Molecular weight: 253.94

Ref: 10-F019250

Bis(pinacolato)diboron

CAS: 73183-34-3

Formula: C₁₂H₂₄B₂O₄

Purity: 99%

Color and Shape: Solid

Molecular weight: 253.94

Ref: FT-D6878

Bis(pinacolato)diboron, 99%

CAS: 73183-34-3

Bis(pinacolato)diboron, 99%

Formula: C₁₂H₂₄B₂O₄

Purity: 99%

Color and Shape: white to off-white xtl.

Molecular weight: 253.94

Ref: 08-05-0030

Bis(pinacolato)diboron

CAS: 73183-34-3

Bis(pinacolato)diboron is a versatile reagent that is used in organic synthesis. It is a boron-containing compound that inhibits the reaction between amines and hydroxide solutions, forming an intermediate copper complex with a carbonyl group. The mechanism of this inhibition has been explored and found to be due to the presence of a hydroxyl group on the bis(pinacolato)diboron molecule. Bis(pinacolato)diboron reacts with an amine to form an adduct containing a boron-nitrogen double bond. This intermediate then reacts with hydroxide ions from the solution to form the final product, which contains both an amine and hydroxyl groups. The isolated yield of this reaction is typically low, but can be increased by using palladium as a catalyst.

Formula: C₁₂H₂₄B₂O₄

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 253.94 g/mol

Ref: 3D-FB01225

Bis(pinacolato)diboron

CAS: 73183-34-3

Applications 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.
References Ali, H.A. et al.: Arch. Pharm., 337, 183 (2004); Izumi, A. et al.: Chem. Lett., 7, 728 (2000);

Formula: C₁₂H₂₄B₂O₄

Color and Shape: White To Off-White

Molecular weight: 253.94

Ref: TR-B522770

Bis(pinacolato)diboron

CAS: 73183-34-3

Bis(pinacolato)diboron is a reagent and building block in organic chemistry. It is a high-quality, versatile building block that can be used as a reactant or intermediate. This compound is used to synthesize complex compounds and fine chemicals. Bis(pinacolato)diboron has been shown to be an effective catalyst for the polymerization of ethylene oxide and propylene oxide, which are important precursors for polyurethanes and polyesters. The high quality of this compound makes it an excellent starting material for the synthesis of other compounds with similar properties.

Formula: C₁₂H₂₄B₂O₄

Purity: Min. 99 Area-%

Molecular weight: 253.94 g/mol

Ref: 3D-Q-200724