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
Beilstein:
969480
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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
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Product No.
Description
Pricing
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
147.2 °F - closed cup
Flash Point(C)
64 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Customers Also Viewed
Marc Lafrance et al.
Journal of the American Chemical Society, 128(51), 16496-16497 (2006-12-21)
A palladium-pivalic acid cocatalyst system has been developed that exhibits unprecedented reactivity in direct arylation. This reactivity is illustrated with the first examples of high yielding direct metalation-arylation reactions of a completely unactivated arene, benzene. Experimental and computational evidence indicates
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
Interaction between pivaloylcarnitine and L-carnitine transport into L6 cells overexpressing hOCTN2.
Liliane Todesco et al.
Chemico-biological interactions, 180(3), 472-477 (2009-06-23)
Patients ingesting pivalic acid containing prodrugs develop hypocarnitinemia. Pivalic acid is cleaved from such drugs and excreted renally as pivaloylcarnitine. Plasma concentrations (reflecting the concentration in the glomerular filtrate entering the proximal tubule) in patients treated with cefditoren pivoxil are
Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution.
Manoharan R and Jeganmohan M
Organic & Biomolecular Chemistry, 16(37), 7006-7011 (2018)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T71803-5ML | 4061837372360 |
| T71803-100G | |
| T71803-500G | |
| T71803-500ML | 4061837372353 |
| T71803-100ML | 4061837372346 |
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