521418
4-Cyanophenylboronic acid
≥95%
Synonim(y):
(p-Cyanophenyl)boronic acid, 4-Cyanobenzeneboronic acid, 4-Cyanophenylboric acid
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About This Item
Wzór liniowy:
NCC6H4B(OH)2
Numer CAS:
Masa cząsteczkowa:
146.94
Numer MDL:
Kod UNSPSC:
12352103
Identyfikator substancji w PubChem:
NACRES:
NA.22
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Próba
≥95%
mp
>350 °C (lit.)
ciąg SMILES
OB(O)c1ccc(cc1)C#N
InChI
1S/C7H6BNO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,10-11H
Klucz InChI
CEBAHYWORUOILU-UHFFFAOYSA-N
Zastosowanie
4-Cyanophenylboronic acid can be used as a reactant in:
It can also be used to prepare:
- Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.
- Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates.
- Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
- Ferric perchlorate-promoted reaction of fullerenes with various arylboronic acids to give fullerenyl boronic esters.
- Phosphine-free Suzuki-Miyaura cross-coupling.
- Palladacycles as effective catalysts for multicomponent reaction with allylpalladium-intermediates.
- Chan-Lam-type Cu-catalyzed S-arylation of thiols.
- Regioselective cross-coupling reactions under modfied Suzuki and Still cross-coupling reactions with copper catalysis.
- Metal-free biaryl coupling reaction in the presence of dimethyl carbonate as a solvent.
- Suzuki-type cross-coupling reaction with pentavalent triarylantimony diacetates in the absence of a base.
It can also be used to prepare:
- Himbacine analogs as thrombin receptor antagonists and potential antiplatelet agents.
- Trisulfonated calixarene upper-rim sulfonamido and their complexation with trimethyllysine epigenetic mark.
- Antimalarial compounds via Suzuki cross-coupling.
- Deoxyuridine derivatives.
Reactant involved in:
Precursor in the synthesis of inhibitors such as:
- Oxidative hydroxylation
- Trifluoromethylation
- 1,4-Addition reactions
Precursor in the synthesis of inhibitors such as:
- Tpl2 kinase inhibitors
- P2X7 antagonists used in the treatment of pain
Inne uwagi
Contains varying amounts of anhydride
This page may contain text that has been machine translated.
Hasło ostrzegawcze
Warning
Zwroty wskazujące rodzaj zagrożenia
Zwroty wskazujące środki ostrożności
Klasyfikacja zagrożeń
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organy docelowe
Respiratory system
Kod klasy składowania
11 - Combustible Solids
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
Not applicable
Temperatura zapłonu (°C)
Not applicable
Środki ochrony indywidualnej
Eyeshields, Gloves, type N95 (US)
Certyfikaty analizy (CoA)
Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.
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Klienci oglądali również te produkty
A mild and efficient new synthesis of aryl sulfones from boronic acids and sulfinic acid salts
Christian Beaulieu, et al.
Tetrahedron Letters, 45, 3233-3236 (2004)
Mohamed A Ismail et al.
Journal of medicinal chemistry, 47(14), 3658-3664 (2004-06-25)
2-[5-(4-Amidinophenyl)-furan-2-yl]-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine-6-carboxamidine acetate salt (7) was synthesized from 2-[5-(4-cyanophenyl)-furan-2-yl]-imidazo[1,2-a]pyridine-6-carbonitrile (4a), through the bis-O-acetoxyamidoxime followed by hydrogenation in glacial acetic acid. Compound 4a was obtained in four steps starting with two successive brominations of 2-acetylfuran first with N-bromosuccinimide, and second with bromine
Suzuki-type cross-coupling reaction of pentavalent triarylantimony diacetates with arylboronic acids without a base
Shuji Yasuike, et al.
Tetrahedron Letters, 48, 721-724 (2007)
Palladacycles: Effective catalysts for a multicomponent reaction with allylpalladium(II)-intermediates
Shiota, A.; Malinakova, H. C.
Journal of Organometallic Chemistry, 704, 9-16 (2012)
Discovery of nor-seco himbacine analogs as thrombin receptor antagonists
Chelliah, M. V.; et al.
Bioorganic & Medicinal Chemistry, 22, 2544-2549 (2012)
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