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Bis(pinacolato)diboron

Definition Uses Reaction Preparation Suzuki reaction
Bis(pinacolato)diboron
Bis(pinacolato)diboron structure
CAS No.
73183-34-3
Chemical Name:
Bis(pinacolato)diboron
Synonyms
Pin2B2;B2Pin2;73183-34-3;ato)diboron;Bis(pinacoL;JACS-73183-34-3;Bis(picolato)dibrorn;DIBORON PINACOL ESTER;BIS(DINACOLATO)DIBORON;Bis-(Pinacolato) Boron
CBNumber:
CB4306719
Molecular Formula:
C12H24B2O4
Formula Weight:
253.93856
MOL File:
73183-34-3.mol

Bis(pinacolato)diboron Properties

Melting point:
137-140 °C(lit.)
Boiling point:
222.6±7.0 °C(Predicted)
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.
Sensitive 
moisture sensitive
Merck 
14,1300
BRN 
7703552
InChIKey
IPWKHHSGDUIRAH-UHFFFAOYSA-N
CAS DataBase Reference
73183-34-3(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H335-H302+H312+H332-H315-H319
Precautionary statements  P280a-P304+P340-P305+P351+P338-P405-P501a-P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P501
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  26-37/39-36-24/25
WGK Germany  3
Hazard Note  Irritant
TSCA  No
HazardClass  IRRITANT, IRRITANT-HARMFUL, KEEP COLD
HS Code  29349990

Bis(pinacolato)diboron price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 473294 Bis(pinacolato)diboron 99% 73183-34-3 1g $36.5 2019-12-02 Buy
Sigma-Aldrich 473294 Bis(pinacolato)diboron 99% 73183-34-3 5g $101 2019-12-02 Buy
TCI Chemical B1964 Bis(pinacolato)diboron >99.0%(GC) 73183-34-3 1g $17 2020-06-24 Buy
TCI Chemical B1964 Bis(pinacolato)diboron >99.0%(GC) 73183-34-3 5g $49 2020-06-24 Buy
Alfa Aesar L16088 Bis(pinacolato)diboron, 98+% 73183-34-3 1g $35.2 2020-06-24 Buy

Bis(pinacolato)diboron Chemical Properties,Uses,Production

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

  1. Reagent used for the synthesis of aryl, alkenyl, allyl and alkylboronic esters.
  2. Reagent used for the borylation of an α,β-unsaturated ketones.
  3. Reagent used for the synthesis of precursors for conducting polymers.
  4. Reagent used for the synthesis of in vivo fluorescent probes.
  5. Reagent used for the diborylation of alkynes. 


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.

Bis(pinacolato)diboron Preparation Products And Raw materials

Raw materials

Preparation Products


Bis(pinacolato)diboron Suppliers

Global( 465)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shanghai Arbor Chemical Co., Ltd.
021-60451682
021-60451683 act@arborchemical.com CHINA 906 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23977 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 35434 58
Hebei Xibaijie Biotechnology Co., Ltd.
0086 15203217809
sales@hbxibaijie.com CHINA 544 58
Jinan Finer Chemical Co., Ltd
+86-531-88989536
+86-531-88989539 sales@finerchem.com CHINA 997 58
Springchem New Material Technology Co.,Limited
86-21-51752791
86-21-51752789 info@spring-chem.com China 1765 57
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21837 58
Beijing Cooperate Pharmaceutical Co.,Ltd.
+86-10-60279497 +86(0)15646567669
+86-10-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55

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View Lastest Price from Bis(pinacolato)diboron manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-24 Bis(pinacolato)diboron
73183-34-3
US $0.00 / kg 1g 99% 50mt Jinan Finer Chemical Co., Ltd
2020-07-23 Bis(pinacolato)diboron
73183-34-3
US $1.00 / KG 1KG 99% 2000 Kilogram/Kilograms per Month Hebei Xibaijie Biotechnology Co., Ltd.
2019-08-07 Bis(pinacolato)diboron 73183-34-3
73183-34-3
US $120.00 / KG 1KG 99.8% in stock 200 MT per month Chemwill Asia Co.,Ltd.

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