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337323

Sigma-Aldrich

Copper(II) 2-ethylhexanoate

Synonym(s):

2-Ethylhexanoic acid copper(2+) salt, Copper bis(2-ethylhexanoate), Copper di(2-ethylhexanoate), Copper(2+) 2-ethylhexanoate, Cupric bis(2-ethylhexanoate)

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About This Item

Linear Formula:
[CH3(CH2)3CH(C2H5)CO2]2Cu
CAS Number:
149-11-1
Molecular Weight:
349.95
EC Number:
205-731-0
MDL number:
MFCD00015695
UNSPSC Code:
12352103
PubChem Substance ID:
24860474
NACRES:
NA.23

form

powder or chunks
solid

composition

Cu, 17.0-19.0% EDTA titration

reaction suitability

core: copper
reagent type: catalyst

mp

252 °C (dec.) (lit.)

SMILES string

CCCCC(CC)C(=O)O[Cu]OC(=O)C(CC)CCCC

InChI

1S/2C8H16O2.Cu/c2*1-3-5-6-7(4-2)8(9)10;/h2*7H,3-6H2,1-2H3,(H,9,10);/q;;+2/p-2

InChI key

SEKCXMNFUDONGJ-UHFFFAOYSA-L

Application

  • Copper catalyzed Heck-like cyclizations of oxime esters: Discusses the catalytic role of Copper(II) 2-ethylhexanoate in cyclization reactions and its potential reduction or disproportionation under certain conditions (Faulkner et al., 2014).
  • A Copper‐Mediated Oxidative Coupling Route to 3H‐ and 1H‐Indoles: Utilizes Copper(II) 2-ethylhexanoate for synthesizing indoles, showcasing its effectiveness in facilitating novel chemical transformations (Drouhin & Taylor, 2015).
  • Cu (II) carboxylate arene C─H functionalization: Details how Copper(II) 2-ethylhexanoate is used in nonradical pathways for functionalizing aromatic compounds, significantly advancing synthetic chemistry methodologies (Kong et al., 2022).
  • Decarboxylative olefination of activated aliphatic acids: Describes the catalytic capabilities of Copper(II) 2-ethylhexanoate in decarboxylative olefination processes, enhancing the efficiency and scope of organic syntheses (Tlahuext-Aca et al., 2018).

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN2519
MKCJ4316
MKCC6669
MKBZ5967V
MKBX2603V

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Liqun Kang et al.
Nature communications, 11(1), 4008-4008 (2020-08-13)
Supported atomic metal sites have discrete molecular orbitals. Precise control over the energies of these sites is key to achieving novel reaction pathways with superior selectivity. Here, we achieve selective oxygen (O2) activation by utilising a framework of cerium (Ce)

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