576638
trans-1-Propen-1-ylboronic acid
≥95.0%
Synonym(s):
(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
Linear Formula:
CH3CH=CHB(OH)2
CAS Number:
Molecular Weight:
85.90
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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Tetrahydrobenzothiophene derivatives: conformationally restricted inhibitors of type II dehydroquinase.
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ChemMedChem, 6(2), 266-272 (2011-01-29)
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