T71803
Pivalic acid
99%
Synonym(s):
2,2-Dimethylpropionic acid, Trimethylacetic acid
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About This Item
Linear Formula:
(CH3)3CCO2H
CAS Number:
Molecular Weight:
102.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-922-5
Beilstein/REAXYS Number:
969480
MDL number:
Assay:
99%
vapor density
3.6 (vs air)
Quality Level
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
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.
Disclaimer
Pungent odour/Stench
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
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
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Guotao Li et al.
Journal of the American Chemical Society, 130(12), 3740-3741 (2008-03-04)
Propargylic pivalates with electronically unbiased internal alkynes are selectively transformed into (1Z,3E)-2-pivaloxy-1,3-dienes containing various functionalities. The unusual selectivity of 1,2-acyloxy migration over the structurally preferred 3,3-rearrangement is realized. This reaction is highly stereoselective and offers rapid access to dienes for
Toshiaki Shimasaki et al.
Angewandte Chemie (International ed. in English), 49(16), 2929-2932 (2010-03-17)
Catalytic amination: The title reaction demonstrates the use of aryl carboxylates as suitable electrophilic coupling substrates in catalytic amination reactions. N-heterocyclic carbene ligands and NaOtBu promote the amination of aryl pivalates through the cleavage of normally unreactive aryl carbon-oxygen bonds
Tobias Illg et al.
ChemSusChem, 4(3), 392-398 (2011-02-09)
The two-step synthesis of tert-butyl peroxypivalate is performed in a single-channel microreactor. The first step, the deprotonation of tert-butyl hydroperoxide, is done in a simple mixer tube setup. The residence time section for the second reaction step is equipped with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T71803-5ML | 04061837372360 |
| T71803-500ML | 04061837372353 |
| T71803-100ML | 04061837372346 |