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Bis(pinacolato)diboron

Bis(pinacolato)diboron

CAS: 73183-34-3

Molecular Formula: C12H24B2O4

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Bis(pinacolato)diboron - Names and Identifiers

Name Bis(pinacolato)diboron
Synonyms DIBORON PINACOL ESTER
Diboron Pinacol Ester
Bis(pinacolato)diboron
Bispinacolatodiboronmin
BIS(PINACOLATO)DIBORANE
Bis-(Pinacolato)-Diboron
BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON
Bis(2,2,3,3-Tetramethyl-2,3-Butanedionato)Diboron
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'-BL-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'-BIS(1,3,2-DIOXABOROLANE)
4,4,5,5,4',4',5',5'-OCTAMETHYL-[2,2']BI[[1,3,2]DIOXABOROLANYL]
CAS 73183-34-3
EINECS 615-925-0
InChI InChI=1/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3
InChIKey IPWKHHSGDUIRAH-UHFFFAOYSA-N

Bis(pinacolato)diboron - Physico-chemical Properties

Molecular FormulaC12H24B2O4
Molar Mass253.94
Density0.98
Melting Point137-140°C(lit.)
Boling Point222.6±7.0 °C(Predicted)
Flash Point88.4°C
Water SolubilitySoluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
Solubility Chloroform (Slightly), Methanol (Slightly)
Vapor Presure0.15mmHg at 25°C
AppearancePowder or Platelets
ColorWhite
Merck14,1300
BRN7703552
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
Sensitivemoisture sensitive
Refractive Index1.432
MDLMFCD00799570
Physical and Chemical PropertiesMelting point 135-140°C
Usecis-continuous borylation reagents for acetylene and paraffin (platinum catalyzed); palladium-catalyzed borylation of aromatic compounds. Palladium-catalyzed cyclization of 1, 6-enyne to form a substrate in the reaction of high-enyl-alkyl borate (homoallylic alkylboronates).

Bis(pinacolato)diboron - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39 - Wear suitable gloves and eye/face protection
S36 - Wear suitable protective clothing.
S24/25 - Avoid contact with skin and eyes.
WGK Germany3
TSCANo
HS Code29349990
Hazard NoteIrritant
Hazard ClassIRRITANT, IRRITANT-H

Bis(pinacolato)diboron - Reference

Reference
Show more
1. [IF=3.876] Siqi Wang et al."Fluorescent dyes with multiple quaternary ammonium centers for specific image discrimination and Gram-positive antibacterial activity."ORGANIC & BIOMOLECULAR CHEMISTRY. 2022 May;20(19):3980-3987

Bis(pinacolato)diboron - Introduction

Bis(pinacolato)diboron is an organic compound with the chemical formula C12H22BNO4. It is a white crystalline solid with low solubility in water. Bis(pinacolato)diboron has coordination ability and boron storage properties, and can form a stable complex with boric acid.

The main use of Bis(pinacolato)diboron is as a catalyst or complex catalyst precursor. It can be used in many organic synthesis reactions, such as asymmetric hydrogenation reactions, carbonylation reactions, hydroxylation reactions, etc. In addition, it can also be used in chemical analysis, organic synthesis and pharmaceutical preparation.

Bis(pinacolato)diboron are generally prepared by reacting pinacol with triphenylboroyl chloride. The reaction process needs to be carried out under an inert atmosphere and a dry reaction solvent is used.

The Bis(pinacolato)diboron has limited safety information. Due to the nature of its organic compounds, direct contact with skin and eyes should generally be avoided, and away from heat and fire sources. In the use of the process should pay attention to protective measures, such as wearing protective gloves and eye protection. Also, when storing and handling, follow the relevant instructions for the safe handling of organic compounds. If it is taken by mistake or inhaled by mistake, seek medical attention in time.
Last Update:2024-04-09 21:11:58
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Bis(pinacolato)diboron
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