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  7. Allylboronic acid pinacol ester, 98+%

Allylboronic acid pinacol ester, 98+%

Codice prodotto. 11342947
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11342947 1 g 1g
11352947 5 g 5g
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Codice prodotto. 11342947 Fornitore Thermo Scientific Alfa Aesar N. del fornitore L16232.03
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Spedizione stimata: 24-08-2026
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Descrizione

CAS: 72824-04-5 | C9H17BO2 | 168.04 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Not miscible or difficult to mix in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature is 2 - 8°C. Store under inert gas. It is sensitive to moisture. Incompatible with oxidizing agents.
TRUSTED_SUSTAINABILITY

Identificatori chimici

CAS 72824-04-5
Formula molecolare C9H17BO2
Molecular Weight (g/mol) 168.04
Numero MDL MFCD00013347
InChI Key YMHIEPNFCBNQQU-UHFFFAOYSA-N
Sinonimo allylboronic acid pinacol ester, 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, allylboronic acid, pinacol cyclic ester, 4,4,5,5-tetramethyl-2-prop-2-en-1-yl-1,3,2-dioxaborolane, allylboronic acid piracol ester, 1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-2-propenyl, 2-prop-2-en-1-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, allylboronicacidpinacolester, pinacol allylboronate, abape
PubChem CID 2763171
SMILES CC1(C)OB(CC=C)OC1(C)C

Specifica

Materiale o nome chimico Allylboronic acid pinacol ester
Densità 0.89
Punti di ebollizione 50°C to 53°C (5 mmHg)
Punto d'infiammabilità 46°C (140°F)
Indice di rifrazione 1.427
Quantità 1 g
Numero UN UN3272
Beilstein 4244068
Informazioni di solubilità Not miscible or difficult to mix in water.
IUPAC Name 4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane
Peso formulazione 168.05
Percent Purity ≥98%
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RUO – Research Use Only

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