26399-02-0

Basic information

• Product Name: 2-ethylhexyl oleate
• Synonyms: 2-ethylhexyl oleate;9-Octadecenoic acid (9Z)-, 2-ethylhexyl ester;2-Ethylhexyloleat;2-Ethylhexyl 9-octadecenoate;(Z)-9-Octadecenoic acid 2-ethylhexyl ester;Oleic acid 2-ethylhexyl ester
• CAS NO: 26399-02-0
• Molecular Formula: C₂₆H₅₀O₂
• Molecular Weight: 394.674
• EINECS: 247-655-0
• Mol File: 26399-02-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 465.8 °C at 760 mmHg
• Flash Point: 80.2 °C
• Appearance: /
• Density: 0.867 g/cm³
• Vapor Pressure: 7.46E-09mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: 2-ethylhexyl oleate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethylhexyl oleate(26399-02-0)
• EPA Substance Registry System: 2-ethylhexyl oleate(26399-02-0)

Safety Data

• Hazardous Substances Data: 26399-02-0(Hazardous Substances Data)

Usage

General Description

2-ethylhexyl oleate is a chemical compound that is commonly used as a lubricant and plasticizer. It is a clear, colorless liquid that is derived from oleic acid, a fatty acid found in various vegetable oils. 2-ethylhexyl oleate has low viscosity and high thermal stability, making it ideal for use in lubricating oils, hydraulic fluids, and metal working fluids. It is also used as a plasticizer in the production of vinyl and other plastics, as it can improve their flexibility and durability. Additionally, it is used in the formulation of personal care products, such as lotions and creams, as it can enhance their spreadability and provide a smooth, non-greasy feel. Overall, 2-ethylhexyl oleate is a versatile chemical with many industrial and consumer applications.

InChI:InChI=1/C26H50O2/c1-4-7-9-10-11-12-13-14-15-16-17-18-19-20-21-23-26(27)28-24-25(6-3)22-8-5-2/h14-15,25H,4-13,16-24H2,1-3H3/b15-14-

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 112-62-9 Methyl oleate 
• 122-32-7 trioleoylglycerol 
• 112-80-1 cis-Octadecenoic acid 

Downstream Products

• 141-38-8 2-ethylhexyl 8-(3-octyloxiran-2-yl)octanoate 

Relevant articles and documents

Synthesis of fatty monoester lubricant base oil catalyzed by Fe-Zn double-metal cyanide complex

Fatty monoester lubricant base oils as high as 96.7 mol% were prepared by reacting methyl oleate with long-chain alcohols viz., 2-ethyl-1-hexanol (C 8-OH), 1-decanol (C10OH) and 1-dodecanol (C 12OH) in the presence of a solid Fe-Zn double-metal cyanide (DMC) complex catalyst. Unlike many other acid catalysts, DMC doesn't produce undesired ether side products. The catalyst was reusable in four recycling experiments with little loss in catalytic activity and ester yield. The long-chain esters prepared in the study have the desired physical properties for their application as lubricant base oils.

Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

Herein, the preparation of methyl oleate α-hydroxyketone from the corresponding 1,2-diol was investigated using both homogeneous and heterogeneous systems. Homogeneous conditions using a Pd(OAc)2/neocuproine complex were first developed using oxygen as a sole oxidant under mild conditions (MeOH, 50 °C). Under these conditions, the conversion of diol reached 95%, and α-hydroxyketone was obtained with 97% selectivity. The access to α-hydroxyketone has also been studied by dehydrogenation using a range of heterogeneous catalysts under solvent-free conditions at high temperatures (160-180 °C). Dehydrogenation using activated Ru/C under vacuum provided α-hydroxyketone with 93% conversion and 82% GC yield. The optimized conditions were applied to a range of oleochemical diols, including a vegetable oil derivative, to obtain the corresponding α-hydroxyketones with up to 74% isolated yields.

Guanidine based task specific ionic liquids for the synthesis of biolubricant range esters under solvent-free condition

Guanidine-based task specific ionic liquids (ILs) were synthesized from the reaction of 1,1,3,3-tetramethyl guanidine with protic acids and used for the synthesis of higher alcohol esters of fatty acids as biolubes under solvent free condition. The synthesized 1,1,3,3-tetramethylguanidinium hydrogen sulphate (TMG·HSO4) was found to be most effective among the different ILs including 1,1,3,3-tetramethylguanidinium acetate (TMG·Ac), 1,1,3,3-tetramethylguanidinium hydrogen phosphate (TMG·H2PO4) and 1,1,3,3-tetramethylguanidinium trifluoro acetate (TMG·TFA). The effect of various reaction parameters such as reaction temperature, reaction time, catalyst amount etc. has been studied. After completion the reaction the esterification product was isolated and the recovered IL was reused for several runs without loss in catalytic activity.