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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

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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