Bis(pinacolato)diboron

Definition Uses Reaction Preparation Suzuki reaction

Product Name: Bis(pinacolato)diboron
CAS No.: 73183-34-3
Chemical Name: Bis(pinacolato)diboron
Synonyms: B2Pin2;Pin2B2;4,4,5,5-TETRAMETHYL-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,3,2-DIOXABOROLANE;BIS(PINACOLATO)DIBORANE;4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane;Bis(pinacolate)diboron;Bis-(Pinacolato) Boron;DIBORON PINACOL ESTER;BIS(DINACOLATO)DIBORON;BIS(PINACALATO)DIBORON
CBNumber: CB4306719
Molecular Formula: C12H24B2O4
Formula Weight: 253.94
MOL File: 73183-34-3.mol

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Bis(pinacolato)diboron Property

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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 473294
Product name: Bis(pinacolato)diboron
Purity: 99%
Packaging: 1g
Price: $68.1
Updated: 2024/03/01

Sigma-Aldrich

Product number: 473294
Product name: Bis(pinacolato)diboron
Purity: 99%
Packaging: 5g
Price: $142
Updated: 2024/03/01

TCI Chemical

Product number: B1964
Product name: Bis(pinacolato)diboron
Purity: >99.0%(GC)
Packaging: 1g
Price: $21
Updated: 2024/03/01

TCI Chemical

Product number: B1964
Product name: Bis(pinacolato)diboron
Purity: >99.0%(GC)
Packaging: 5g
Price: $53
Updated: 2024/03/01

Alfa Aesar

Product number: L16088
Product name: Bis(pinacolato)diboron, 98+%
Packaging: 1g
Price: $38.65
Updated: 2024/03/01

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Bis(pinacolato)diboron Chemical Properties,Usage,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

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.

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

As a boron source in Pt-mediated diborations, coupling reactions; in Rh-or Ir-mediated borylations of alkanes and arenes, and in carbenoid chemistry.

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.

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.

Bis(pinacolato)diboron Preparation Products And Raw materials

Raw materials

Pinacol Cyclohexane Toluene Sodium Boron tribromide Pentane Ethyl acetate PETROLEUM ETHER Pyrrolidine

Preparation Products

4-AMINO-3-METHOXYPHENYLBORONIC ACID, PINACOL ESTER 4-Nitrophenylboronic acid TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLINE-2-CARBOXYLATE

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Bis(pinacolato)diboron Suppliers

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View Lastest Price from Bis(pinacolato)diboron manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Bis(pinacolato)diboron 73183-34-3
Price: US $55.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000kg/week
Release date: 2024-06-03

Hebei Mujin Biotechnology Co.,Ltd

Product: Bis(pinacolato)diboron 73183-34-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-28

Hebei Mujin Biotechnology Co.,Ltd

Product: Bis(pinacolato)diboron 73183-34-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99.1%
Supply Ability: 50000KG/month
Release date: 2024-10-22

73183-34-3, Bis(pinacolato)diboronRelated Search:

TRIETHANOLAMINE BORATE Bis(neopentyl glycolato)diboron Benzopinacole Boron oxide 2,2,4-Trimethyl-1,3-pentanediol monoisobutyrate Pinacol Rosin pentaerythrityl ester Titanium boride Diethylene glycol Boric acid esters Polyol benzoate Orthoboric acid Diborane L-Threonyl-L-histidyl-L-threonyl-L-asparaginyl-L-isoleucyl-L-seryl-L-alpha-glutamyl-L-seryl-L-histidyl-L-prolyl-L-asparaginyl-L-alanyl-L-threonyl-L-phenylalanine Pinacolborane 2-Butanone TETRAHYDROXYDIBORON Bis(pinacolato)diboron

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-BI-1,3,2-DIOXABOROLANE

4,4,5,5,4',4',5',5'-OCTAMETHYL-[2,2']BI[[1,3,2]DIOXABOROLANYL]

DIBORON PINACOL ESTER

BIS(DINACOLATO)DIBORON

Bis(pinacolato)diboron,min.98%

Bis(pinacolate)diboron

Bis-(Pinacolato) Boron

Pin2B2

Frequency that boric acid alcohol ester

Bis(pinacolato)dibrorn

4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane

United pinacolato ester

1,3,2-Dioxaborolane,bimol.deriv.

Bis(picolato)dibrorn

ato)diboron

Bis(pinacoL

4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)//Bis(pinacolato)diboron

Bis(pinacolato)diboron 73183-34-3

73183-34-3 Bis(pinacolato)diboron

BIS(PINACALATO)DIBORON

Bis(pinacolato)diboron, min. 98%

Bis(pinacolato)diboron, 98+%

Bis(pinacolato)diboron.99%%

4,4,5,5-TETRAMETHYL-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,3,2-DIOXABOROLANE

Bis(pinacolato)diboron,4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane

Bis(pinacolato)diboron 99%

Bis (pinacoloto)diboron

2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-4,4,5,5-tetraMethyl-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 4,4,4',4',5,5,5',5'-Octamethyl-2,2-bi-1,3,2-dioxaborolane

4,4,5,5,4',4',5'-HeptaMethyl-[2,2']bi[[1,3,2]dioxaborolanyl]

Bis(pinacolato)diboron, 98% 5GR

JACS-73183-34-3

Bis(pinacolato)diboron &gt

2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-

Pinacol diborane

Binaural borate ester

BIS(PINACOLATO)DIBORANE

BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON

4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BIS(1,3,2-DIOXABOROLANE)

Bis(pinacolato)diboronBispinacolatodiboronmin

4,4'',4'',5,5,5'',5''-OCTAMETHYL-2,2''-BI-1,3,2-DIOXABOROLANE

Bis(pinacolto)borane

BIS(PINACOLATO)DIBORON

Bis(pinacolato)diboron (B2Pin2)

Pinacol diborate ester

BIS(PINACOLOTO) DIBORANE

bis(pinacol)diborane

4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi(1,3,2-dioxaborolane)

Nicotinamide Impurity 100

Pinacyl biborate

73183-34-3

3183-34-3

731836-10-9

C12H24O4B2