Bis(pinacolato)diboron

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Bis(pinacolato)diboron CAS 73183-34-3

4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolane CAS 73183-34-3

Name:    Bis(pinacolato)diboron
Synonyms:    BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON;BIS(PINACOLATO)DIBORANE;BIS(PINACOLATO)DIBORON;DIBORON PINACOL ESTER;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'-BIS(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
CAS:    73183-34-3
MF:    C12H24B2O4
MW:    253.93856
EINECS:    615-925-0
 Bis(pinacolato)diboron is a boron containing 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. 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.
4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; BIS(PINACALATO)DIBORON; Bis (pinacoloto)diboron; B2Pin2; 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one;
4,4,4',4',5,5,5',5'-Octamethyl-2,2'-Bi-1,3,2-Dioxaborolane; Bis-(Pinacolato)-Diboron; Bis(2,2,3,3-Tetramethyl-2,3-Butanedionato)Diboron; Diboron Pinacol Ester; 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-Bi-1,3,2-Dioxaborolane; Bispinacolatodiboronmin
Appearance & Physical State     white to off-white powder
Density     0.97 g/cm3
Boiling Point     222.6ºC at 760 mmHg
Melting Point     135-140ºC
Flash Point     88.4ºC
Refractive Index     1.432
Storage Condition     0-6ºC
Safety Info
Safety Statements     S26-S37/39
HS Code     2934999090
Product Categories:    -;Pharmaceutical Intermediates;Boron Compounds;blocks;BoronicAcids;OLED materials,pharm chemical,electronic;Miscellaneous;Small molecule;Aliphatics;Boronic Acids & Esters;DIBORON SERIES;Reagent;Organoborons;Diboron Esters;B (Classes of Boron Compounds);CHIRAL CHEMICALS;Boronic Acids & Esters
Mol File:    73183-34-3.mol
Bis(pinacolato)diboron Structure
Bis(pinacolato)diboron Chemical Properties
Melting point     137-140 °C(lit.)
density     0.98
storage temp.     0-6°C
form     Powder or Platelets
color     White
Water Solubility     Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
HS Code     29349990
 MSDS Information
Bis(pinacolato)diboron Usage And Synthesis
white crystal powder
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.
Bis(pinacolato)diboron Preparation Products And Raw materials
Preparation Products    TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLINE-2-CARBOXYLATE-->4-Nitrophenylboronic acid-->4-AMINO-3-METHOXYPHENYLBORONIC ACID, PINACOL ESTER
Raw materials    Ethyl acetate-->Sodium-->PETROLEUM ETHER-->Toluene-->Cyclohexane-->Pentane-->Tetrahydro pyrrole-->Boron tribromide-->Pinacol