576638
trans-1-Propen-1-ylboronic acid
≥95.0%
Sinónimos:
(E)-1-Propen-1-ylboronic acid, (E)-Prop-1-enylboronic acid, trans-1-Propeneboronic acid, trans-1-Propenylboronic acid, trans-Propenylboronic acid
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About This Item
Fórmula lineal:
CH3CH=CHB(OH)2
Número de CAS:
Peso molecular:
85.90
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Productos recomendados
Quality Level
assay
≥95.0%
impurities
~10 wt. % cis-isomer
mp
123-127 °C (lit.)
storage temp.
2-8°C
SMILES string
[H]\C(C)=C(\[H])B(O)O
InChI
1S/C3H7BO2/c1-2-3-4(5)6/h2-3,5-6H,1H3/b3-2+
InChI key
CBMCZKMIOZYAHS-NSCUHMNNSA-N
Application
Reactant for:
Reactant for preparation of:
- Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions
- Cu(II)-mediated Ullmann-type coupling
Reactant for preparation of:
- Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases
- Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling
- Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization
- Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones
Reactant for
Reactant for preparation of
- Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions
- Cu(II)-mediated Ullmann-type coupling
- Palladium-catalyzed Sonogashira cross-coupling
Reactant for preparation of
- Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases
- Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling
- Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization
- Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones
Other Notes
Contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A highly regio- and stereoselective nickel-catalyzed three-component coupling of alkynes with enones and alkenyl boronic acids to afford highly substituted 1,3-dienes is described. The reaction can also be extended to cyclization of enynes with coupling to alkenyl boronic acids. A
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A new strategy for the synthesis of substituted dihydropyrones and tetrahydropyrones via palladium-catalyzed coupling of thioesters
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Ming-Bo Zhou et al.
The Journal of organic chemistry, 75(16), 5635-5642 (2010-08-14)
Palladium-catalyzed cross-coupling reaction of terminal alkynes with arylboronic acids has been described. In the presence of Pd(OAc)(2) and Ag(2)O, a variety of terminal alkynes, including electron-poor terminal alkynes, smoothly underwent the reaction with numerous boronic acids to afford the corresponding
Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-induced cyclizations.
Jakub Saadi et al.
Beilstein journal of organic chemistry, 6, 1229-1245 (2011-02-02)
A series of γ-oxo esters suitably substituted with various styrene subunits was subjected to samarium diiodide-induced 8-endo-trig cyclizations. Efficacy, regioselectivity and stereoselectivity of these reactions via samarium ketyls strongly depend on the substitution pattern of the attacked alkene moiety. The
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