Allylboronic acid pinacol ester
Synonym(s):2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Allyl pinacol boronate;Pinacol allylboronate;Pinacolyl 2-propenylboronate;4,4,5,5-tetramethyl-2-(2-propen-1-yl)-1,3,2-dioxaborolane
- CAS NO.：72824-04-5
- Empirical Formula: C9H17BO2
- Molecular Weight: 168.04
- MDL number: MFCD00013347
- EINECS: 672-877-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-09-25 17:15:13
What is Allylboronic acid pinacol ester?
Chemical properties
Clear corless liquid
The Uses of Allylboronic acid pinacol ester
Allylboronic acid pinacol ester can act as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis; Intermolecular radical additions; Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids and Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes ; Nucleic acid-templated energy transfer leading to a photorelease reaction .
The Uses of Allylboronic acid pinacol ester
Allylboronic acid pinacol ester reacts with carboxylic acids, in the presence of tri-n-butyltin hydride, to give homoallylic alcohols in good yield. Homoallylic alcohols can also be formed by allylboration of aldehydes. It is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis, intermolecular radical additions, allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids, cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes, nucleic acid-templated energy transfer leading to a photorelease reaction and stereoselective indium-catalyzed Hosomi-Sakurai reactions.
Properties of Allylboronic acid pinacol ester
| Boiling point: | 50-53 °C/5 mmHg (lit.) |
| Density | 0.896 g/mL at 25 °C (lit.) |
| refractive index | n |
| Flash point: | 115 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform, Methanol (Slightly) |
| form | Liquid |
| color | Clear colorless |
| Water Solubility | Not miscible or difficult to mix in water. |
| BRN | 4244068 |
| CAS DataBase Reference | 72824-04-5(CAS DataBase Reference) |
Safety information for Allylboronic acid pinacol ester
| Signal word | Warning |
| Pictogram(s) |
 Flame Flammables GHS02 |
| GHS Hazard Statements |
H226:Flammable liquids |
| 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. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge. |
Computed Descriptors for Allylboronic acid pinacol ester
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