5458-59-3

Basic information

• Product Name: N-CAPRYLIC ACID ISOPROPYL ESTER
• Synonyms: 1-Methylethyloctanoate;caprylicacidisopropylester;Octanoic acid, 1-methylethyl ester;Octanoic acid, isopropyl ester;Octanoicacid,1-methylethylester;octanoicacid1-methylethylester;octanoicacidisopropylester;N-OCTANOIC ACID ISOPROPYL ESTER
• CAS NO: 5458-59-3
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 226-721-2
• Mol File: 5458-59-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: -46.2°C (estimate)
• Boiling Point: 125°C 40mm
• Flash Point: 94°C
• Appearance: /
• Density: 0,86 g/cm3
• Refractive Index: 1.4140 to 1.4190
• CAS DataBase Reference: N-CAPRYLIC ACID ISOPROPYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-CAPRYLIC ACID ISOPROPYL ESTER(5458-59-3)
• EPA Substance Registry System: N-CAPRYLIC ACID ISOPROPYL ESTER(5458-59-3)

Safety Data

• Hazardous Substances Data: 5458-59-3(Hazardous Substances Data)

Usage

General Description

N-Caprylic Acid Isopropyl Ester, also known as Isopropyl Octanoate, is a chemical compound with a fruity and waxy odor. It is commonly used in the creation of flavors and fragrances due to its pleasant smell. This colorless liquid is also found in various essential oils. N-Caprylic Acid Isopropyl Ester is soluble in alcohol but not water and can react with oxidizing agents. It falls into the ester chemical family, which are compounds formed by condensation of an acid and an alcohol. Handling this chemical requires caution, as it could cause irritation to eyes, skin, and respiratory system.

Upstream product

• 124-07-2 Octanoic acid 
• 108-23-6 isopropyl chloroformate 
• 71-23-8 propan-1-ol 
• 124-11-8 non-1-ene 
• 108-20-3 di-isopropyl ether 
• 111-64-8 n-octanoic acid chloride 
• 111-11-5 methyl octanate 
• 106-32-1 octanoic acid ethyl ester 
• 67-63-0 isopropyl alcohol 
• 124-13-0 Octanal 
• 6914-90-5 monoisopropyl sulfate 

Downstream Products

• 111-87-5 octanol 
• 124-07-2 Octanoic acid 
• 34912-25-9 2-methoxyethyl octanoate 
• 124-12-9 caprylnitrile 

Relevant articles and documents

Synthesis of Layered Disodium (or Dipotassium) Tetrakis-(octanoate-o)-Zinc(II) and Preliminary Investigation of the Catalytic Activity in the Esterification of Octanoic Acid with Isopropanol

This paper reports the synthesis of layered zinc/sodium and zinc/potassium octanoates (A2[Zn(C8H15O2)4], A = Na+ or K+), two underexplored carboxylates, through reaction of the octanoate of the desired alkali metal with a zinc salt. After drying and chemical characterization, their catalytic activities were tested in the esterification of octanoic acid with isopropanol. Conversion values were high for the reactions conducted under following conditions: temperature 155°C, isopropanol/octanoic acid molar ratio = 8: 1, catalyst/ octanoic acid ratio 7 wt %, and reaction time 2 h. Isolation of the catalysts after esterification showed that the materials were converted into zinc octanoate in situ.

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.

Esterification of aryl/alkyl acids catalysed by n-bromosuccinimide under mild reaction conditions

N-halosuccinimides (NXSs) are well-known to be convenient, easily manipulable and low-priced halogenation reagents in organic synthesis. In the present work, N-bromosuccinimide (NBS) has been promoted as the most efficient and selective catalyst among the NXSs in the reaction of direct esterification of aryl and alkyl carboxylic acids. Comprehensive esterification of substituted benzoic acids, mono-, di- and tri-carboxy alkyl derivatives has been performed under neat reaction conditions. The method is metal-free, air- and moisture-tolerant, allowing for a simple synthetic and isolation procedure as well as the large-scale synthesis of aromatic and alkyl esters with yields up to 100%. Protocol for the recycling of the catalyst has been proposed.