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Allylboronic acid pinacol ester

ALDRICH/324647 - 97%

Synonym: 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 4,4,5,5-tetramethyl-2-(2-propen-1-yl)-1,3,2-dioxaborolane; 4,4,5,5-tetramethyl-2-(2-propenyl)-1,3,2-dioxaborolane; Allyl pinacol boronate; Pinacol allylboronate; Pinacolyl 2-propenylboronate

CAS Number: 72824-04-5
Empirical Formula (Hill Notation): C9H17BO2
Molecular Weight: 168.04
MDL Number: MFCD00013347
Linear Formula: ((CH3)4C2O2)BCH2CH=CH2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-324647-1G 1 g
 $51.60
1/EA		 Add To Favorites
45-324647-10G 10 g
 $317.00
1/EA		 Add To Favorites

 

assay 97%
bp 50-53 °C/5 mmHg (lit.)
density 0.896 g/mL at 25 °C (lit.)
InChI 1S/C9H17BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h6H,1,7H2,2-5H3
InChI key YMHIEPNFCBNQQU-UHFFFAOYSA-N
refractive index n20/D 1.4268 (lit.)
SMILES string CC1(C)OB(CC=C)OC1(C)C
storage temp. 2-8°C
Application: 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
• Stereoselective indium-catalyzed Hosomi-Sakurai reactions

Reagent used in Preparation of
• Cyclic sulfone hydroxyethylamines as BACE1 inhibitors for reduction of Amyloid β-Peptides
• Transmetalation of carbene Ru iodide with Ag carboxylates to give C-H-activated Ru carbene complexes as catalysts for Z-selective olefin metathesis
• Allylboronation reagent for the preparation of allylic alcohols, and homoallylic amines.
General description: Allylboronic acid pinacol ester is used as a nucleophile in the catalytic allylation of simple ketoimines.
Packaging: 1, 10 g in glass bottle
Purity 97%
bp 50-53 °C/5 mmHg (lit.)
Density 0.896 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.4268 (lit.)
Storage Temp. 2-8°C
UNSPSC 12352103

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