142-57-4

Basic information

• Product Name: pentyl oleate
• Synonyms: pentyl oleate;Oleic acid, pentyl ester;(Z)-9-Octadecenoic acid pentyl ester;Oleic acid amyl ester
• CAS NO: 142-57-4
• Molecular Formula: C₂₃H₄₄O₂
• Molecular Weight: 352.59426
• EINECS: 205-544-4
• Mol File: 142-57-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 428.9°Cat760mmHg
• Flash Point: 88.2°C
• Appearance: /
• Density: 0.869g/cm³
• Vapor Pressure: 1.46E-07mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: pentyl oleate(CAS DataBase Reference)
• NIST Chemistry Reference: pentyl oleate(142-57-4)
• EPA Substance Registry System: pentyl oleate(142-57-4)

Safety Data

• Hazardous Substances Data: 142-57-4(Hazardous Substances Data)

Usage

General Description

Pentyl oleate is an ester formed by the reaction of pentanol and oleic acid. It is a clear, colorless liquid that is insoluble in water but soluble in organic solvents. Pentyl oleate is commonly used as a lubricant and plasticizer in various industrial applications. It is also used in the production of cosmetics, personal care products, and pharmaceuticals as an emollient and moisturizing agent. Pentyl oleate is known for its ability to soften and smooth the skin, making it a popular ingredient in skincare products. Additionally, it can be used as a carrier for other active ingredients due to its non-greasy and lightweight nature. Overall, pentyl oleate is a versatile chemical compound with a wide range of uses in different industries.

InChI:InChI=1/C23H44O2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-21-23(24)25-22-20-6-4-2/h12-13H,3-11,14-22H2,1-2H3/b13-12-

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 71-41-0 pentan-1-ol 
• 111-62-6 oleic acid ethyl ester 
• 112-62-9 Methyl oleate 

Relevant articles and documents

Chemically Modified Lipase from Thermomyces lanuginosus with Enhanced Esterification and Transesterification Activities

Lipase from Thermomyces lanuginosus is one of the most explored enzymes for the esterification of several added-value industrial compounds, such as biodiesel, fragrances, and flavors. Its selectivity in these reactions is mostly related with its activity towards small alcohols. In this work, the impact of the chemical modification, with 4 dodecyl chains at its surface, was evaluated regarding its transesterification and esterification activities, comparing with the native form. Linear size-differentiated alcohols (from 1 to 20 carbons in the aliphatic chain) were used to explore for the first time the effect of the chain length in both transesterification and esterification reactions, using p-nitrophenyl palmitate and oleic acid as model compounds, respectively. The chemically modified lipase showed an outstanding improvement of its catalytic performance than the native enzyme, being this increase directly proportional to the size of the alcohols chain used as substrates. The enormous potential and remarkable versatility of this novel super catalyst was here demonstrated, where diverse types of esters, differing in their potential applications (biodiesel, cosmetics, fine chemistry), were efficiently synthesized. The produced esters were fully characterized by 1H NMR, GC-MS, and FTIR.

Catalytic Biodiesel Production Mediated by Amino Acid-Based Protic Salts

Hetero- and homogeneous acid catalysts are effective catalysts for the production of biodiesel from oils containing high free fatty acids. The protic salts synthesized from natural amino acids were examined for catalytic activity and efficiency for the esterification of oleic acid after structural identification and characterization. In the esterification reaction of oleic acid with methanol, [Asp][NO3] was the best catalyst, and its high activity correlated to its high Hammett acidity. The optimal reaction conditions for the esterification of oleic acid to achieve 97 % biodiesel yield were: 70 °C, 10 % catalyst loading (w/w, on oleic acid basis), methanol/oleic acid ratio 7.5:1, and 5 h. Generally, [Asp][NO3] could be a good catalyst for the esterification of oleic acid with alcohols with chain lengths of up to six. The biodiesel yield of 93.86 % obtained from palm fatty acid distillate implies that the catalyst has potential for industrial application. A study of the kinetics indicated that the reaction followed pseudo-first-order kinetics with an activation energy and pre-exponential of 57.36 kJ mol?1 and 44.24×105 min?1, respectively. The aspartic acid-derived protic salt is a promising, operationally simply, sustainable, renewable, and possibly biodegradable catalyst for the conversion of free fatty acids into biodiesel.

Melting points and viscosities of fatty acid esters that are potential targets for engineered oilseed

Our previous isolation of branched-chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1-12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholates and by esterification with Candida antarctica lipase. It proved easier to obtain pure esters by the enzymatic synthesis. Melting points and viscosities over the range of 0-70 °C were determined in order to better identify potential lubricant targets that might be produced by genetically modified oilseed crops. Isopropyl and butyl oleate have melting points of -33 and -32 °C, respectively and viscosities that range from ~17 cp (0 °C) to ~2.5 cp (70 °C). They should have suitable stability for lubricants. BCFA esters had viscosities similar to their straight chain analogs. Viscosities increased with alcohol chain length and decreased with temperature. The dependence of viscosity on temperature was fit with an equation based on Erying's rate equation. Some esters with branched acid or branched alcohol moieties, and some oleate esters might be utilized as biolubricants or biofuels on the basis of their melting points and viscosities.