136-53-8

Basic information

• Product Name: Ethylhexanoic acid zinc salt
• Synonyms: Ethylhexanoic acid zinc salt;2-ethyl-hexanoicacizincsalt;Hexanoicacid,2-ethyl-,zincsalt;zinc2-ethylcaproate;zincethylhexanoate;Zincethylhexanoatecainmineralspiritsoffwhiteviscous;Zinc2-ethylhexanoate,~80%inmineralspirits(17-19%Zn);OCTOATE Z
• CAS NO: 136-53-8
• Molecular Formula: 2C₈H₁₅O₂*Zn
• Molecular Weight: 351.8
• EINECS: 205-251-1
• Product Categories: Organic-metal salt;metal carboxylate
• Mol File: 136-53-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 228 °C at 760 mmHg
• Flash Point: 40°C
• Appearance: /
• Density: 1,17 g/cm3
• Vapor Pressure: 0.027mmHg at 25°C
• Water Solubility: Not miscible or difficult to mix in water.
• CAS DataBase Reference: Ethylhexanoic acid zinc salt(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylhexanoic acid zinc salt(136-53-8)
• EPA Substance Registry System: Ethylhexanoic acid zinc salt(136-53-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 1993
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 136-53-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 136-53-8 differently. You can refer to the following data:
1. PVC Heat Stabilizer, Polyurethane Catalyst, lubricant additive
2. Zinc 2-ethylhexanoate is widely used in polyvinylchloride heat stabilizer, polyurethane catalyst and lubricant additive. It is an auxiliary drier used as pigments dispersing agent and prevents the paint film from webbing and frosting effects. It is involved in the preparation of highly porous dentritic zinc oxide nanostructures.

Flammability and Explosibility

Notclassified

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

Synthetic route

2-Ethylhexanoic acid (149-57-5) + zinc (7440-66-6) → zinc 2-ethylhexanoate (136-53-8)

Conditions	Yield
In toluene for 8h; Reflux;	87%

cerium (7440-45-1) + cerium(III) 2-ethylhexanoate + cerium(III) nitrate hexahydrate + 2-Ethylhexanoic acid (149-57-5) → zinc 2-ethylhexanoate (136-53-8)

Conditions	Yield
In acetone

2-Ethylhexanoic acid (149-57-5) + zinc(II) oxide → zinc 2-ethylhexanoate (136-53-8)

Conditions	Yield
In not given react. zinc oxide and 2-ethylhexanoic acid in stoic. proportions;
In benzene Reflux; Dean-Stark;

2-Ethylhexanoic acid (149-57-5) + zinc(II) hydroxide → 4Zn(2+)*O(2-)*6CH3(CH2)3CH(C2H5)CO2(1-)=Zn4O(CH3(CH2)3CH(C2H5)CO2)6 + zinc 2-ethylhexanoate (136-53-8)

Conditions	Yield
In neat (no solvent) excess ZnO, repeated vibration milling; not isolated, detd. by IR spectroscopy;

2-Ethylhexanoic acid (149-57-5) → zinc 2-ethylhexanoate (136-53-8)

Conditions	Yield
With zinc(II) oxide

R-(+)-1,2-limonene epoxide + zinc 2-ethylhexanoate (136-53-8) + 2-amino-phenol (95-55-6) → R-(-)-carveol

zinc 2-ethylhexanoate (136-53-8) + zinc(II) oxide → μ-4-oxo-hexakis-(μ-2-ethylhexanato)-tetrazinc(II)

Conditions	Yield
In toluene zinc 2-ethylhexanoate in toluene heated and stirred with zinc oxide for 3 h; product filtered, solvent removed;

morpholine (110-91-8) + zinc 2-ethylhexanoate (136-53-8) → Zn(2+)*2C5H10(C2H5)COO(1-)*2O(CH2)4NH=Zn(C5H10(C2H5)COO)2*2O(CH2)4NH

Conditions	Yield
In diethyl ether soln. morpholine in ether treated with neutral zinc 2-ethylhexanoate inether at ambient temp. and kept at room temp. for 24 h; elem. anal.;

n-Dodecylamine (124-22-1) + zinc 2-ethylhexanoate (136-53-8) → Zn(2+)*2C5H10(C2H5)COO(1-)*2C12H25NH2=Zn(C5H10(C2H5)COO)2*2C12H25NH2

Conditions	Yield
In diethyl ether soln. n-dodecylamine in ether treated with neutral zinc 2-ethylhexanoate in ether at ambient temp. and kept at room temp. for 24 h; elem. anal.;

zinc 2-ethylhexanoate (136-53-8) + cyclohexylamine (108-91-8) → Zn(2+)*2C5H10(C2H5)COO(1-)*2C6H11NH2=Zn(C5H10(C2H5)COO)2*2C6H11NH2

Conditions	Yield
In diethyl ether soln. cyclohexylamine in ether treated with neutral zinc 2-ethylhexanoate in ether at ambient temp. and kept at room temp. for 24 h; elem. anal.;

niobium(V) ethoxide (3236-82-6) + lead acetate (301-04-2) + zinc 2-ethylhexanoate (136-53-8) → Pb1.05Zn0.33Nb0.67O3

Conditions	Yield
With 2-Ethylhexanoic acid In 2-methoxy-ethanol ethylhexanoic acid addn. to mixed soln., dip coating, preheating (300°C, 2 h), heat treatment (700-900°C, 1 h); X-ray diffraction, scanning electron microscopy;

Upstream product

• 7440-45-1 cerium 
• 149-57-5 2-Ethylhexanoic acid 
• 7440-66-6 zinc 

Downstream Products

• 22567-18-6 R-(-)-carveol 

Relevant articles and documents

Catalytic Systems Based on Magnesium and Zinc Compounds in the Oxidation Reactions of Alkylarenes and the Decomposition Reactions of the Corresponding Hydroperoxides

The oxidation of aromatic hydrocarbons in the presence of magnesium and zinc 2-ethylhexanoates and a mixed catalyst based on these compounds is studied. It is shown that magnesium and zinc carboxylates are active catalytic systems which catalyze the decomposition of hydroperoxides representing the primary alkylarene oxidation products alongside with activation of oxygen.

Lubricating composition containing metal carboxylate

The invention relates to a lubricating composition comprising (a) at least 0.05 wt % of a non-aromatic metal carboxylate, wherein the metal carboxylate is derived from a branched carboxylic acid, and (b) an oil of lubricating viscosity. The invention further provides for the use of the lubricating composition for lubricating a limited slip differential.

Ionic liquids

Low melting point organic liquid compounds with high boiling points are prepared by a preferred process having the J+xQy(R—COO?)x-y where x is 1 to 8, preferably 1-3, y is 0 to x?1, where R—COO? is an anion selected from the group consisting of 2-ethyl hexanoate, pivalate, neodecanoate, and mixtures thereof, Q is another anion or mixture of other anions, and J+x is a cation selected from cations of Groups IA, IIA, IB, IIB, IIIB, IVB, VB, VIB, VIIB, VIII and lanthanide metals, cations selected from cations of B, Si, Ge, As, Sb, Te and Po metalloids, an ammonium cation derived from ammonia or an organic amine, an organic phosphonium cation, and mixtures thereof the organic liquid compounds being substantially free of volatile organic compounds. These compounds, as liquids, are useful as low volatile organic solvents, e.g., solvents in which a variety of chemical reactions may be carried out.