Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

710210

Sigma-Aldrich

(E)-3-(tert-Butyldimethylsilyloxy)propene-1-yl-boronic acid pinacol ester

97%

Synonym(s):

(E)-2-[3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-propenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[(1E)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-propenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, tert-Butyldimethyl[[(2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy]silane

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C15H31BO3Si
CAS Number:
114653-19-9
Molecular Weight:
298.30
MDL number:
MFCD15144803
UNSPSC Code:
12352103
PubChem Substance ID:
329762909
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

density

0.910 g/mL at 25 °C

SMILES string

CC(C)(C)[Si](C)(C)OC\C=C\B1OC(C)(C)C(C)(C)O1

InChI

1S/C15H31BO3Si/c1-13(2,3)20(8,9)17-12-10-11-16-18-14(4,5)15(6,7)19-16/h10-11H,12H2,1-9H3/b11-10+

InChI key

LUURLZJMKOVITO-ZHACJKMWSA-N

Application

(E)-3-(tert-Butyldimethylsilyloxy)propene-1-yl-boronic acid pinacol ester can be used as a reactant in:
  • Palladium-catalyzed Suzuki-Miyaura coupling reaction.
  • The synthesis of anti-homoallylic alcohols by allylation reaction with aldehydes in the presence of iridium complex-catalyst.
  • The preparation of α-imino aldehydes.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

710210-VAR:
710210-1G:
710210-5G:
710210-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBH1146V
SHBF4423V
SHBD1428V
SHBB0050V
SHBB0050

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

Preparation of α-imino aldehydes by [1, 3]-rearrangements of O-alkenyl oximes
Kontokosta D, et al.
Organic Letters, 15(18), 4830-4833 (2013)

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