Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
324647
Allylboronic acid pinacol ester
97%
Synonym(s):
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
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About This Item
Recommended Products
Quality Level
Assay
97%
refractive index
n20/D 1.4268 (lit.)
bp
50-53 °C/5 mmHg (lit.)
density
0.896 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CC1(C)OB(CC=C)OC1(C)C
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
Related Categories
General description
Application
- Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis[2]
- Intermolecular radical additions[3]
- Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids[4]
- Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes[5]
- Nucleic acid-templated energy transfer leading to a photorelease reaction[6]
- Stereoselective indium-catalyzed Hosomi-Sakurai reactions[7]
Reagent used in Preparation of
- Cyclic sulfone hydroxyethylamines as BACE1 inhibitors for reduction of Amyloid β-Peptides[8]
- Transmetalation of carbene Ru iodide with Ag carboxylates to give C-H-activated Ru carbene complexes as catalysts for Z-selective olefin metathesis[9]
- Allylboronation reagent for the preparation of allylic alcohols[10], and homoallylic amines.[11]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
114.8 °F - closed cup
Flash Point(C)
46 °C - closed cup
Personal Protective Equipment
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If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdfHelpful?
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