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Merck
모든 사진(3)

주요 문서

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694037

Sigma-Aldrich

Cesium pivalate

98%

동의어(들):

Cesium 2,2-dimethylpropanoate, Cesium trimethylacetate

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모든 사진(3)

About This Item

실험식(Hill 표기법):
C5H9O2Cs
CAS Number:
20442-70-0
Molecular Weight:
234.03
MDL number:
MFCD10567040
UNSPSC 코드:
12352302
PubChem Substance ID:
329761643
NACRES:
NA.22

Quality Level

100

분석

98%

형태

powder

mp

344-348 °C

SMILES string

[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

InChI key

LGVUAXNPXVXCCW-UHFFFAOYSA-M

일반 설명

Cesium pivalate is an organic base widely used in palladium-catalyzed cross-coupling and carbonylation reactions due to its solubility in organic solvents.

애플리케이션

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.
It can also be used as a base in the palladium-catalyzed Mizoroki-Heck reaction.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

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시험 성적서(COA)

Lot/Batch Number
SHBN0592
SHBL3414
SHBJ3091
SHBH5067V
SHBG2851V

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문서 라이브러리 방문

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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