624-13-5

Basic information

• Product Name: PROPYL CAPRYLATE
• Synonyms: PROPYL CAPRYLATE;PROPYL-OCTANOATE;n-Propyl n-octanoate;n-propyl octanoate;Octanoic acid, propyl ester;Octanoicacid,propylester;octanoicacidpropylester;3-PROPYLOCTANOIC ACID
• CAS NO: 624-13-5
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 210-830-7
• Mol File: 624-13-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: -46.2°C
• Boiling Point: 226°C(lit.)
• Flash Point: 87.9 °C
• Appearance: COLOURLESS LIQUID
• Density: 0.8659
• Vapor Pressure: 0.09mmHg at 25°C
• Refractive Index: 1.4190 to 1.4230
• CAS DataBase Reference: PROPYL CAPRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: PROPYL CAPRYLATE(624-13-5)
• EPA Substance Registry System: PROPYL CAPRYLATE(624-13-5)

Safety Data

• RTECS: RH0786500
• Hazardous Substances Data: 624-13-5(Hazardous Substances Data)

Usage

Definition

ChEBI: An octanoate ester resulting from the formal condensation of the carboxy group of octanoic acid (caprylic acid) with the hydroxy group of propan-1-ol.

Synthesis Reference(s)

Synthetic Communications, 3, p. 145, 1973 DOI: 10.1080/00397917308062023

InChI:InChI=1/C11H22O2/c1-3-5-6-7-8-9-11(12)13-10-4-2/h3-10H2,1-2H3

Upstream product

• 71-23-8 propan-1-ol 
• 124-07-2 Octanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 64-17-5 ethanol 
• 56519-71-2 1,3-propanediol dicaprylate 
• 124-13-0 Octanal 
• 538-23-8 tricaprilin 

Downstream Products

• 71-23-8 propan-1-ol 
• 124-07-2 Octanoic acid 

Relevant articles and documents

Fully recyclable Br?nsted acid catalyst systems

Homogeneous and heterogeneous sulfonic acid catalysts are some of the most common catalysts used in organic chemistry. This work explores an alternative scheme using a fully recyclable polymeric solvent (a poly-α-olefin (PAO)) and soluble PAO-anchored polyisobutylene (PIB)-bound sulfonic acid catalysts. This PAO solvent is nonvolatile and helps to exclude water by its nonpolar nature which in turn drives reactions without the need for distillation of water, avoiding the need for excess reagents. This highly nonpolar solvent system uses polyisobutylene (PIB) bound sulfonic acid catalysts that are phase-anchored in solvents like PAO. The effectivenes of these catalysts was demonstrated by their use in esterifications, acetalizations, and multicomponent condensations. These catalysts and the PAO solvent phase show excellent recyclability in schemes where products are efficiently separated. For example, this non-volatile polymeric solvent and the PIB-bound catalyst can be recycled quantitatively when volatile products are separated and purified by distillation. In other cases, product purification can be effected by product self-separation or by extraction.

Oxidative esterification of aliphatic aldehydes and alcohols with ethanol over gold nanoparticle catalysts in batch and continuous flow reactors

Selective esterification of aliphatic aldehydes and alcohols with ethanol in the absence of a base is a more difficult reaction than that with methanol. Gold nanoparticles on ZnO were found to catalyze the oxidative esterification of octanal to ethyl octanoate with high selectivity. In addition, it was found that Au/ZnO was the most effective catalyst for yielding the desired ethyl ester without a base by direct esterification of 1-octanol with ethanol. As far as we know, this is the first report on oxidative esterification to give aliphatic ethyl esters from less reactive aliphatic alcohols and aldehydes without a base. The optimal size of gold NPs ranged from 2 to 6 nm and the presence of Au(0) was indispensable for this reaction. Au/ZnO exhibited the highest catalytic activity in both batch and flow reactors. The conversion was maintained for more than 20 h with 95% selectivity to the desired ethyl ester in the flow system.

Use of Lecitase-Ultra immobilized on styrene-divinylbenzene beads as catalyst of esterification reactions: Effects of ultrasounds

Abstract In this work it was evaluated for the first time, the ester synthesis catalyzed by the phospholipase Lecitase-Ultra immobilized styrene-divinylbenzene beads (MCI-Lecitase), comparing the mechanical stirring and the ultrasonic energy. It was studied the specificity of the enzyme using carboxylic acids from C4 to C18, as well as the effects of alcohol chain, organic solvents, biocatalyst content, reaction temperature and substrate concentration. Caprylic and myristic acids were those with the highest reaction rates and yields, using ethanol as substrate. The shorter the alcohol chain, the higher the enzyme activity. Regarding the secondary alcohols, while MCI-Lecitase had no activity versus isopropanol, using 2-pentanol the activity was similar to that with 1-pentanol. Comparing the agitation systems, MCI-Lecitase presented an initial reaction rate more than 2-times higher in the ultrasound-assisted reaction than under traditional mechanical stirring. Moreover, under ultrasonic energy the maximum rate was achieved using 0.5 M of substrates, while under mechanical stirring the maximum enzyme activity was reached at 0.3 M of substrates. Concerning the operational stability, MCI-Lecitase was quite unstable, losing its activity after 6 reaction cycles. By adding molecular sieves in the reaction medium, MCI-Lecitase retained 30% of its initial activity after 6 cycles.