3687-46-5

Basic information

• Product Name: DECYL OLEATE
• Synonyms: Decyl9-octadecanoate;DECYL OLEATE;9-Octadecenoic acid (9Z)-, decyl ester;9-OCTADECENOICACID(Z)-,DECYLESTER;Decyloleat;(9Z)-9-Octadecenoic acid decyl ester;(Z)-9-Octadecenoic acid decyl ester;Oleic acid decyl ester
• CAS NO: 3687-46-5
• Molecular Formula: C₂₈H₅₄O₂
• Molecular Weight: 422.73
• EINECS: 222-981-6
• Mol File: 3687-46-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 2.8 °C
• Boiling Point: 494.847 °C at 760 mmHg
• Flash Point: 77.106 °C
• Appearance: /
• Density: 0.867 g/cm³
• Vapor Pressure: 6.22E-10mmHg at 25°C
• Refractive Index: 1.459
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Practically insoluble in water, miscible with ethanol (96 per cent), with methylene chloride and with light petroleum (bp: 40-60 °C).
• CAS DataBase Reference: DECYL OLEATE(CAS DataBase Reference)
• NIST Chemistry Reference: DECYL OLEATE(3687-46-5)
• EPA Substance Registry System: DECYL OLEATE(3687-46-5)

Safety Data

• Hazardous Substances Data: 3687-46-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear, pale yellow or colourless liquid.

Uses

Different sources of media describe the Uses of 3687-46-5 differently. You can refer to the following data:
1. Decyl Oleate is an emollient used in cosmetics and moisturizing industries.
2. Excipient.

Definition

ChEBI: A wax ester obtained by the formal condensation of the carboxy group of oleic acid with the hydroxy group of decanol.

InChI:InChI=1/C28H54O2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28(29)30-27-25-23-21-12-10-8-6-4-2/h15-16H,3-14,17-27H2,1-2H3/b16-15-

Synthetic route

cis-Octadecenoic acid (112-80-1) + 1-Decanol (112-30-1) → oleic acid decyl ester (3687-46-5)

Conditions	Yield
With 1,1,3,3-tetramethylguanidinium hydrogen sulphate at 150℃; for 6h;	95.4%
esterase de Mucor Mieihi at 35℃; Mechanism; Rate constant; reaction order, velocity equation studied in heterogenous media, varying the condition of swelling, also at 37 deg C, also in presence of water, also with dilut. toluene;
With molecular sieve at 25℃; for 96h;

Methyl oleate (112-62-9) + 1-Decanol (112-30-1) → oleic acid decyl ester (3687-46-5)

Conditions	Yield
With sodium n-decyloxide at 25℃; for 1.5h;
With K4Zn4[Fe(CN)6]3*6H2O*2(tert-butanol) at 180℃; for 8h;

oleic acid decyl ester (3687-46-5) → amfenac (51579-82-9)

oleic acid decyl ester (3687-46-5) → C34H66N2O6*2ClH

Conditions	Yield
Multi-step reaction with 2 steps 1.1: formic acid; dihydrogen peroxide / 24 h / 40 °C 1.2: 24 h / 25 °C 2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 36 h / 20 °C 2.2: 4 h / 20 °C View Scheme

oleic acid decyl ester (3687-46-5) → 9,10-dihydroxyoctadecanoic acid decyl ester

Conditions	Yield
Stage #1: oleic acid decyl ester With formic acid; dihydrogen peroxide at 40℃; for 24h; Stage #2: With potassium carbonate In methanol at 25℃; for 24h;	21.4 g
Stage #1: oleic acid decyl ester With formic acid; dihydrogen peroxide at 40℃; for 24h; Stage #2: With potassium carbonate In methanol at 25℃; for 24h;	21.4 g

oleic acid decyl ester (3687-46-5) → C36H64O10

Conditions	Yield
Multi-step reaction with 2 steps 1.1: formic acid; dihydrogen peroxide / 24 h / 40 °C 1.2: 24 h / 25 °C 2.1: dmap; triethylamine / toluene / 16 h / 80 °C / Inert atmosphere View Scheme

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 112-30-1 1-Decanol 
• 112-62-9 Methyl oleate 

Downstream Products

• 51579-82-9 amfenac 

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.

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.

Influence du gonflement sur l'activite catalytique de solides resines echangeuses d'ions et enzymes insolubles

Some solid catalysts swell in the reactional medium (ion exchange resins, solid enzymes).The kinetic effect of swelling is shown by examples in esterification and hydrolysis reactions.