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Allylboronic acid pinacol ester, 98+%, Thermo Scientific Chemicals

45.40 € - 137.00 €

Chemical Identifiers

CAS 72824-04-5
Molecular Formula C9H17BO2
Molecular Weight (g/mol) 168.04
MDL Number MFCD00013347
InChI Key YMHIEPNFCBNQQU-UHFFFAOYSA-N
Synonym 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
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Products 2
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Product Code Brand Quantity Price Quantity & Availability  
11342947
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Thermo Scientific Alfa Aesar
L16232.03
1 g
45.40 €
1g
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11352947
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Thermo Scientific Alfa Aesar
L16232.06
5 g
137.00 €
5g
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Description

Description

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.
Specifications

Chemical Identifiers

72824-04-5
168.04
YMHIEPNFCBNQQU-UHFFFAOYSA-N
2763171
C9H17BO2
MFCD00013347
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
CC1(C)OB(CC=C)OC1(C)C

Specifications

72824-04-5
50°C to 53°C (5 mmHg)
C9H17BO2
MFCD00013347
4244068
Not miscible or difficult to mix in water.
CC1(C)OB(CC=C)OC1(C)C
168.04
168.05
Allylboronic acid pinacol ester
0.89
46°C (140°F)
1.427
UN3272
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
YMHIEPNFCBNQQU-UHFFFAOYSA-N
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane
2763171
≥98%
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Safety and Handling

Safety and Handling

GHS H Statement
H226
Flammable liquid and vapor.

P210-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P363-P370+P378q-P501c

H226-H315-H319-H335

missing translation for 'dotInformation' : Transport Hazard Class: 3; Packing Group: III; Proper Shipping Name: ESTERS, N.O.S.

missing translation for 'tsca' : No

Recommended Storage : Ambient temperatures

SDS
Documents

Documents

Product Certifications

RUO – Research Use Only