Pinacol vinylboronate
- Product Name
- Pinacol vinylboronate
- CAS No.
- 75927-49-0
- Chemical Name
- Pinacol vinylboronate
- Synonyms
- 4,4,5,5-TETRAMETHYL-2-VINYL-1,3,2-DIOXABOROLANE;VINYLBORONIC ACID PINACOL ESTER;2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Picol vinylborote;boronic acid pinacoL;Vinylboronic acid pinacol cyclic ester;AKOS BRN-0470;inacol vinylboronate;PINACOL VINYLBORONATE;VINYLBORONIC ACID PINACOL ESTE
- CBNumber
- CB8399917
- Molecular Formula
- C8H15BO2
- Formula Weight
- 154.01
- MOL File
- 75927-49-0.mol
Pinacol vinylboronate Property
- 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
- InChI
- InChI=1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
- InChIKey
- DPGSPRJLAZGUBQ-UHFFFAOYSA-N
- SMILES
- O1C(C)(C)C(C)(C)OB1C=C
- CAS DataBase Reference
- 75927-49-0(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H317May cause an allergic skin reaction
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
N-Bromosuccinimide Price
- Product number
- 633348
- Product name
- Vinylboronic acid pinacol ester
- Purity
- contains phenothiazine as stabilizer, 95%
- Packaging
- 1g
- Price
- $57.7
- Updated
- 2025/07/31
- Product number
- 633348
- Product name
- Vinylboronic acid pinacol ester
- Purity
- contains phenothiazine as stabilizer, 95%
- Packaging
- 10g
- Price
- $303.94
- Updated
- 2025/07/31
- Product number
- T2297
- Product name
- 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane (stabilized with Phenothiazine)
- Purity
- >93.0%(GC)
- Packaging
- 1g
- Price
- $53
- Updated
- 2025/07/31
- Product number
- T2297
- Product name
- 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane (stabilized with Phenothiazine)
- Purity
- >93.0%(GC)
- Packaging
- 5g
- Price
- $156
- Updated
- 2025/07/31
- Product number
- T2297
- Product name
- 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane (stabilized with Phenothiazine)
- Purity
- >93.0%(GC)
- Packaging
- 25g
- Price
- $396
- Updated
- 2025/07/31
Pinacol vinylboronate Chemical Properties,Usage,Production
Chemical Properties
Clear colorless to amber liquid
Uses
suzuki reaction
Uses
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)
Synthesis
76-09-5
151293-63-9
75927-49-0
Under nitrogen protection, 193 g of pinacol and 14 g of 2,6-di-tert-butyl-4-methylphenol were added to a 1 L reaction flask and heated to 85-90 °C until the pinacol was completely melted. The intermediate reactants were added slowly dropwise, taking care to control the rate of dropwise acceleration. Subsequently, diisopropylamine was isolated by distillation using an atmospheric pressure steam distillation apparatus. Upon completion of the reaction, a colorless and transparent vinylboronic acid pinacol ester liquid product containing 225 g of the target product was obtained, which was analyzed by gas chromatography (GC) with a purity of 99.1% (excluding polymerization inhibitors).
References
[1] Patent: CN105503926, 2016, A. Location in patent: Paragraph 0018
Pinacol vinylboronate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Pinacol vinylboronate manufacturers
- Product
- Pinacol vinylboronate 75927-49-0
- Price
- US $8.00-6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-23
- Product
- Pinacol vinylboronate 75927-49-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- Pinacol vinylboronate 75927-49-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09