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Pinacolborane

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Pinacolborane Basic information

Product Name:
Pinacolborane
Synonyms:
  • Pinacolatoborane
  • TetraMethyl-1,3,2-dioxab
  • Pinacolborane, 97%, stabilized
  • 4,4,5,5-TetraMethyl-1,3,2-dioxaborolane 97%
  • 4,4,5,5-TetraMethyl-1,3,2-dioxaborolane solution 1.0 M in THF
  • Pinacolborane (4,4,5,5-Tetramethyl-1,3,2-dioxaborolane)
  • 4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • PINACOLBORANE
CAS:
25015-63-8
MF:
C6H13BO2
MW:
127.98
EINECS:
607-485-3
Product Categories:
  • Boron Derivatives
  • Heterocycles
Mol File:
25015-63-8.mol
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Pinacolborane Chemical Properties

Boiling point:
42-43 °C50 mm Hg(lit.)
Density 
0.882 g/mL at 25 °C(lit.)
vapor pressure 
29-119.9hPa at 20-50℃
refractive index 
n20/D 1.396(lit.)
Flash point:
41 °F
storage temp. 
2-8°C
solubility 
Miscible with ether, dichloromethane, tetrahydrofuran and organic solvents.
form 
Liquid
Specific Gravity
0.882
color 
Clear colorless to light yellow
Sensitive 
Air Sensitive
BRN 
7802871
Stability:
Air Sensitive, Hygroscopic, Moisture Sensitive
CAS DataBase Reference
25015-63-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
F,Xi,Xn
Risk Statements 
11-15-36/37/38-36/37-19-40
Safety Statements 
16-43-8-37/39-26-33-29-36/37
RIDADR 
UN 3398 4.3/PG 2
WGK Germany 
3
Hazard Note 
Highly Flammable/Keep Cold/Air Sensitive
HazardClass 
4.3
PackingGroup 
II
HS Code 
29209090

MSDS

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Pinacolborane Usage And Synthesis

Chemical Properties

Clear colorless liquid

Uses

Pinacolborane is used as a precursor of boronic esters by hydroboration or coupling reactions. It acts as a monofunctional hydroborating agent. It is used in the synthesis of unsymmetrical biaryls through aromatic C-H borylation-cross-coupling sequence. It is involved in the preparation of 4,4,5,5-tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane by reacting with 2-iodo-thiophene. Further, it is used to prepare vinylboronates by palladium-catalyzed coupling with alkenyl triflates and iodides.

Uses

Pinacolborane is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence.

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