Identification | More | [Name]
Allylboronic acid pinacol ester | [CAS]
72824-04-5 | [Synonyms]
2-ALLYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE AKOS BRN-1082 ALLYLBORONIC ACID, PINACOL CYCLIC ESTER ALLYLBORONIC ACID PINACOL ESTER PINACOL ALLYLBORONATE ALLBORONIC ACID,PINACOL CYCLIC ESTER Allylboronic acid piracol ester Allylboronic acid pinacol ester, 98+% 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, Pinacol allylboronate 4,4,5,5-Tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane Allylboronic acid pinacolate | [EINECS(EC#)]
672-877-3 | [Molecular Formula]
C9H19BO3 | [MDL Number]
MFCD00013347 | [Molecular Weight]
186.06 | [MOL File]
72824-04-5.mol |
Chemical Properties | Back Directory | [Appearance]
Clear corless liquid | [Boiling point ]
50-53 °C/5 mmHg (lit.) | [density ]
0.896 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.4268(lit.)
| [Fp ]
115 °F
| [storage temp. ]
Refrigerator | [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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29310095 |
Hazard Information | Back Directory | [Chemical Properties]
Clear corless liquid | [Uses]
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 .
| [Uses]
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. |
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