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Merck
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Key Documents

T71803

Sigma-Aldrich

Pivalic acid

99%

동의어(들):

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 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.6 (vs air)

vapor pressure

9.75 mmHg ( 60 °C)

분석

99%

반응 적합성

reaction type: C-H Activation

bp

163-164 °C (lit.)

mp

32-35 °C (lit.)

density

0.889 g/mL at 25 °C (lit.)

작용기

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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일반 설명

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

애플리케이션

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.

주의사항

Pungent odour/Stench

관련 제품

제품 번호
설명
가격

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

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

개인 보호 장비

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


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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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
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)

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