Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

Safety Information

674729

Sigma-Aldrich

3-(tert-Butyldimethylsilyloxy)-1-butyn-1-ylboronic acid pinacol ester

96%

Synonym(s):

2-((3-tert-Butyldimethylsilyloxy)-1-butyn-1-yl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C16H31BO3Si
Molecular Weight:
310.31
MDL number:
MFCD08705270
UNSPSC Code:
12352103
PubChem Substance ID:
24885233

Assay

96%

refractive index

n20/D 1.4488

density

0.9158 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(O[Si](C)(C)C(C)(C)C)C#CB1OC(C)(C)C(C)(C)O1

InChI

1S/C16H31BO3Si/c1-13(18-21(9,10)14(2,3)4)11-12-17-19-15(5,6)16(7,8)20-17/h13H,1-10H3

InChI key

KGDJKWYVGUGRCG-UHFFFAOYSA-N

Application

Alkynylboronates participate in a variety of regio- and stereoselective carbon-carbon bond forming
processes including enyne cross-metathesis and the Alder ene reaction.

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
12226EE

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Eric C Hansen et al.
Journal of the American Chemical Society, 127(10), 3252-3253 (2005-03-10)
Ruthenium-catalyzed Alder ene reactions between borylated alkynes and terminal alkenes give the corresponding beta,beta-disubstituted vinyl boronates with high selectivity for the branched isomer. The stereochemistry of the vinyl boronate moiety was the result of a formal trans addition of the
Mansuk Kim et al.
Organic letters, 7(9), 1865-1868 (2005-04-23)
[reaction: see text] Regio- and stereoselective enyne cross metathesis reactions between borylated alkynes and terminal alkenes were realized to provide a variety of functionalized vinyl boronates. High chemical yield and regioselectivity was achieved irrespective of substituents on the alkyne and

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service