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T71803

Sigma-Aldrich

Pivalic acid

99%

Sinónimos:

2,2-Dimethylpropionic acid, Trimethylacetic acid

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About This Item

Fórmula lineal:
(CH3)3CCO2H
Número de CAS:
75-98-9
Peso molecular:
102.13
Beilstein/REAXYS Number:
969480
EC Number:
200-922-5
MDL number:
MFCD00004194
UNSPSC Code:
12352100
PubChem Substance ID:
24900421
NACRES:
NA.22

vapor density

3.6 (vs air)

vapor pressure

9.75 mmHg ( 60 °C)

assay

99%

reaction suitability

reaction type: C-H Activation

bp

163-164 °C (lit.)

mp

32-35 °C (lit.)

density

0.889 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

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

InChI

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

InChI key

IUGYQRQAERSCNH-UHFFFAOYSA-N

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General description

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

Application

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.

Caution

Pungent odour/Stench

related product

Referencia del producto
Descripción
Precios

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
Cerium (IV) hexanuclear clusters from cerium (III) precursors: Molecular models for oxidative growth of ceria nanoparticles
L Mathey, et al.
Chemistry?A European Journal, 21, 13454-13461 (2015)
In situ generation of palladium nanoparticles: ligand-free palladium catalyzed pivalic acid assisted carbonylative Suzuki reactions at ambient conditions.
Zhou Q, et al.
The Journal of Organic Chemistry, 79(3), 1454-1460 (2014)
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