674710
3-Methoxy-1-propyn-1-ylboronic acid pinacol ester
96%
Synonym(s):
2-(3-Methoxy-1-propyn-1-yl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane
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About This Item
Empirical Formula (Hill Notation):
C10H17BO3
CAS Number:
Molecular Weight:
196.05
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Assay
96%
refractive index
n20/D 1.45
density
0.982 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
COCC#CB1OC(C)(C)C(C)(C)O1
InChI
1S/C10H17BO3/c1-9(2)10(3,4)14-11(13-9)7-6-8-12-5/h8H2,1-5H3
InChI key
BJDZPOHVHLSGDP-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.
processes including enyne cross-metathesis and the Alder ene reaction.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
338.0 °F
Flash Point(C)
170 °F
Regulatory Information
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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
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