694037
Cesium pivalate
98%
Sinônimo(s):
Cesium 2,2-dimethylpropanoate, Cesium trimethylacetate
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About This Item
Fórmula empírica (Notação de Hill):
C5H9O2Cs
Número CAS:
Peso molecular:
234.03
Número MDL:
Código UNSPSC:
12352302
ID de substância PubChem:
NACRES:
NA.22
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Nível de qualidade
Ensaio
98%
forma
powder
pf
344-348 °C
cadeia de caracteres SMILES
[Cs+].CC(C)(C)C([O-])=O
InChI
1S/C5H10O2.Cs/c1-5(2,3)4(6)7;/h1-3H3,(H,6,7);/q;+1/p-1
chave InChI
LGVUAXNPXVXCCW-UHFFFAOYSA-M
Descrição geral
Cesium pivalate is an organic base widely used in palladium-catalyzed cross-coupling and carbonylation reactions due to its solubility in organic solvents.
Aplicação
Cesium pivalate can be used as a base to synthesize:
- Fluoren-9-one derivatives by cyclocarbonylation of o-halobiaryls in the presence of palladium catalyst.
- Fused heterocycles (dihydrobenzofurans and indolines) from o-bromo phenol and aniline precursors via Pd-catalyzed intramolecular coupling of two C(sp3)-H bonds.
- Amides and esters derivatives containing a quaternary β-carbon atom by Pd-catalyzed C-H activation and amino/alkoxycarbonylation reaction.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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M A Campo et al.
Organic letters, 2(23), 3675-3677 (2000-11-14)
The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with
Tomáš Čarný et al.
Angewandte Chemie (International ed. in English), 59(43), 18980-18984 (2020-07-22)
The 1,4-palladium shift strategy allows the functionalization of remote C-H bonds that are difficult to reach directly. Reported here is a domino reaction proceeding by C(sp3 )-H activation, 1,4-palladium shift, and amino- or alkoxycarbonylation, which generates a variety of amides
Zubaoyi Yi et al.
The Journal of organic chemistry, 82(13), 6946-6957 (2017-06-16)
Pd-catalyzed arylation or benzylation of nitroazoles using aryl sulfonates or benzyl acetates is described. Electronically varied aryl tosylates and mesylates, as well as benzyl acetates, afford the arylated and benzylated products. Arylation of nitrobenzene is also reported. The relative rate
Aditya L Gottumukkala et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(11), 3091-3095 (2011-02-10)
Ace of base: A catalytic system is presented that, solely by choice of the base, selectively switches between conjugate addition and the Mizoroki-Heck reaction of aryl halides with Michael acceptors (see scheme; R, R' = alkyl, aryl). For conjugate addition
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