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HomeProduct name listPinacol vinylboronate

Pinacol vinylboronate

Synonym(s):2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane;4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane

Pinacol vinylboronate Structural

What is Pinacol vinylboronate?

Chemical properties

Clear colorless to amber liquid

The Uses of Pinacol vinylboronate

suzuki reaction

The Uses of Pinacol vinylboronate

Reagent used for

  • Suzuki-Miyaura coupling reactions
  • Mizoroki-Heck reactions (cascade reaction)
  • Intramolecular Nozaki-Hiyama-Kishi reactions
  • Stereoselective Cu-catalyzed γ-selective and stereospecific coupling
  • Control of stereoselectivity and mechanistic portrait on intramolecular (4+1)-cycloaddition of dialkoxycarbenes
  • Regio- and stereoselective synthesis of trisubstituted alkenes via gold(I)-catalyzed hydrophosphoryloxylation of haloalkynes followed by Pd-catalyzed consecutive cross-coupling reactions
  • Asymmetric Birch reductive alkylation

Reagent used in Preparation of
  • Molecular tubes for lipid sensing
  • Enzymatic inhibitors, antibiotics, receptor analogs, and other biologically significant compounds (including total syntheses)

Properties of Pinacol vinylboronate

Boiling point: 52-54°C 24mm
Density  0.908 g/mL at 25 °C (lit.)
refractive index  n20/D 1.4300(lit.)
Flash point: 94 °F
storage temp.  -20°C
solubility  Chloroform (Sparingly), Methanol (Slightly)
form  Powder or Low Melting Solid
color  White to yellow
Sensitive  Air Sensitive
Stability: Light Sensitive, Volatile
CAS DataBase Reference 75927-49-0(CAS DataBase Reference)

Safety information for Pinacol vinylboronate

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H226:Flammable liquids
H317:Sensitisation, Skin
H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

Computed Descriptors for Pinacol vinylboronate

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