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T71803

Sigma-Aldrich

Pivalic acid

99%

Sinônimo(s):

2,2-Dimethylpropionic acid, Trimethylacetic acid

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About This Item

Fórmula linear:
(CH3)3CCO2H
Número CAS:
75-98-9
Peso molecular:
102.13
Beilstein:
969480
Número CE:
200-922-5
Número MDL:
MFCD00004194
Código UNSPSC:
12352100
ID de substância PubChem:
24900421
NACRES:
NA.22

densidade de vapor

3.6 (vs air)

pressão de vapor

9.75 mmHg ( 60 °C)

Ensaio

99%

adequação da reação

reaction type: C-H Activation

pb

163-164 °C (lit.)

pf

32-35 °C (lit.)

densidade

0.889 g/mL at 25 °C (lit.)

grupo funcional

carboxylic acid

cadeia de caracteres SMILES

OC(C(C)(C)C)=O

InChI

1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7)

chave InChI

IUGYQRQAERSCNH-UHFFFAOYSA-N

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Descrição geral

Pivalic acid is a carboxylic acid, employed as a ligand to synthesize cerium(IV) hexanuclear clusters.

Aplicação

Pivalic acid can be employed:
  • As a co-catalyst with palladium for the arylation of unactivated arenes and N-heterocycles.
  • As an additive to facilitate the carbonylative suzuki reactions to synthesize biaryl ketones from aryl iodides and arylboronic acids by using palladium nanoparticles as catalyst.
  • In the cyclization reaction of benzamides with alkynes to synthesize isoquinolones in the presence of 8-aminoquinoline ligand and cobalt catalyst.

Atenção

Pungent odour/Stench

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Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302,H315,H319

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

147.2 °F - closed cup

Ponto de fulgor (°C)

64 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análise (COA)

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Sigma-Aldrich

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Phosphine-Free, Palladium-Catalyzed Arylation of Heterocycles through C?H Bond Activation with Pivalic Acid as a Cocatalyst.
Zhao D, et al.
Chemistry?A European Journal , 15(6), 1337-1340 (2009)
Asit K Chakraborti et al.
The Journal of organic chemistry, 71(15), 5785-5788 (2006-07-15)
Magnesium bistrifluoromethanesulfonimide catalyzed the acetylation of phenols, alcohols, and thiols under solvent-free conditions at room temperature and in short times. Electron-deficient and sterically hindered phenols provided excellent yields. The catalyst was found to be general for acylation with other anhydrides
Mamoru Tobisu et al.
Chemical communications (Cambridge, England), 47(10), 2946-2948 (2011-01-26)
A nickel-catalyzed reductive deoxygenation of aryl alkyl ethers and aryl pivalates has been developed. Hydrosilanes serve as a mild reducing agent. The present protocol allows the use of a pivalate group as a robust and traceless steering group in arene
Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.
Bi-Jie Li et al.
Angewandte Chemie (International ed. in English), 47(52), 10124-10127 (2008-11-19)
Vishal Kandathil et al.
Carbohydrate polymers, 223, 115060-115060 (2019-08-21)
The core characteristics of a perfect catalyst include good activity, simple design, excellent stability, easy recovery from reaction mixture, recyclability, and have the provision for easy scale up. The ease in synthesis, recyclability and scale up makes the dip catalyst
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