2306-88-9

Basic information

• Product Name: FEMA 2811
• Synonyms: FEMA 2811;OCTYL OCTANOATE;OCTYL CAPRYLATE;n-Octyl caprylate;Octanoicacid,octylester;octanoicacidoctylester;OCTYL OCTANOATE 98+%;n-Octyloctanoate
• CAS NO: 2306-88-9
• Molecular Formula: C₁₆H₃₂O₂
• Molecular Weight: 256.42
• EINECS: 218-980-5
• Mol File: 2306-88-9.mol
• Article Data: 113

Chemical Properties

• Melting Point: −18 °C(lit.)
• Boiling Point: 307 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.859 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000817mmHg at 25°C
• Refractive Index: n20/D 1.435(lit.)
• CAS DataBase Reference: FEMA 2811(CAS DataBase Reference)
• NIST Chemistry Reference: FEMA 2811(2306-88-9)
• EPA Substance Registry System: FEMA 2811(2306-88-9)

Safety Data

• Hazardous Substances Data: 2306-88-9(Hazardous Substances Data)

Usage

Description

FEMA 2811, also known as Octyl octanoate, is a chemical compound with a faint, fatty odor reminiscent of green tea and an oily, fruity, sweet, mildly green taste. It can be prepared by esterification of octanoic acid with octyl alcohol in the presence of HCl catalyst or by passing vapors of octanoic acid and hydrogen over a copper chromium oxide catalyst at high temperature (320°C).

Uses

Used in Flavor Industry:
FEMA 2811 is used as a flavoring agent for its unique green tea-like odor and fruity, sweet taste. It is commonly used in the creation of various food and beverage products to enhance their flavor profile.
Used in Fragrance Industry:
FEMA 2811 is also used as a fragrance ingredient due to its pleasant and mild green tea-like scent. It can be incorporated into various personal care and cosmetic products to provide a refreshing and unique aroma.

Preparation

By esterification of octanoic acid with octyl alcohol in the presence of HCl catalyst; or by passing vapors of octanoic acid and hydrogen over a copper chromium oxide catalyst at high temperature (320°C).

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 4417, 1984 DOI: 10.1016/S0040-4039(01)81454-4

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C16H32O2/c1-3-5-7-9-11-13-15-18-16(17)14-12-10-8-6-4-2/h3-15H2,1-2H3

Upstream product

• 124-13-0 Octanal 
• 111-87-5 octanol 
• 124-07-2 Octanoic acid 
• 538-23-8 tricaprilin 
• 623-66-5 octanoic acid anhydride 
• 2617-79-0 N-(4-chlorophenyl)formamide 
• 111-27-3 hexan-1-ol 
• 120-51-4 benzoic acid benzyl ester 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-11-5 4-methoxy-benzaldehyde 
• 108-88-3 toluene 
• 629-82-3 di-n-octyl ether 
• 100-46-9 benzylamine 
• 1117-55-1 n-hexyl octanoate 

Downstream Products

• 111-87-5 octanol 
• 106-32-1 octanoic acid ethyl ester 
• 629-82-3 di-n-octyl ether 

Relevant articles and documents

Oxoammonium salts. 9. Oxidative dimerization of polyfunctional primary alcohols to esters. An interesting β oxygen effect

The use of the oxidant 4-acetylamino-2,2,6,6-tetramethylpiperidine-1- oxoammonium tetrafluoroborate in combination with pyridine for the oxidative, dimeric esterification of primary alcohols is described. The ester is the predominant product of the reaction with alcohols containing a β oxygen. In the absence of a β oxygen, the corresponding aldehyde is found in appreciable amounts, but a concentration effect can be observed. In the absence of pyridine, little ester is formed, and no appreciable reaction takes place with β-oxygenated compounds. δ Lactones have been prepared from diethylene glycol and 2,2′-thiodiethanol, without sulfur oxidation.

Green Oxidation of n-Octanol on Supported Nanogold Catalysts: Formation of Gold Active Sites under Combined Effect of Gold Content, Additive Nature and Redox Pretreatment

The combined influence of gold content (0.5 or 4 wt. %), modifying additives (La or Ce oxides) and redox pretreatments (H2 or O2) on catalytic properties and formation of active sites of Au/TiO2 in the selective oxidation of n-octanol under mild conditions was studied. Samples were characterized by BET, XRD, EDX, ICP, TEM, STEM-HAADF, CO2-TPD, H2-TPR and XPS methods. The order of catalytic activity depended on the support nature for all treated samples, as follows: Au/La2O3/TiO2>Au/CeO2/TiO2>Au/TiO2. The catalytic activity enhanced with the increase of gold loading in the samples with hydrogen pretreatment, while after the oxidative pretreatment of the catalysts the opposite dependence of the activity with the gold content was found. This catalytic behavior was explained by a change in the surface concentration of monovalent gold ions, which seemed to be the active sites. The most active catalyst, 0.5 % Au/La2O3/TiO2, pretreated in oxidative atmosphere, had the highest surface concentration of monovalent gold ions.

Cloning, overexpression, and characterization of a novel organic solvent-tolerant lipase from Paenibacillus pasadenensis CS0611

We found a novel lipase gene in the Paenibacillus pasadenensis CS0611 strain. The lipase gene sequence was cloned into the pET-28a expression vector to construct a recombinant lipase protein containing 6 × His tags at the C- and N-termini, respectively. High-level expression of the lipase in E.coli BL21 (DE3) was obtained upon induction with IPTG at 20 °C. The recombinant lipase activity was approximately 1631-fold higher than the wild type. His-tagged recombinant lipase was purified rapidly and efficiently by using Ni-charged affinity chromatography with 63.5% recovery and a purification factor of 10.78. The purified lipase was stable in a broad range of temperatures and pH values, with the optimal temperature and pH being 50 °C and 7.0, respectively. Its activity was stimulated to different degrees in the presence of metal ions such as Ca2+, Mg2+, and some non-ionic surfactants. In addition, the purified lipase was activated by a series of water-miscible organic solvents such as some short carbon chain alcohols and was highly tolerant to some water-immiscible organic solvents.

Aerobic oxidation and oxidative esterification of alcohols through cooperative catalysis under metal-free conditions

The ABNO@PMO-IL-Br material obtained by anchoring 9-azabicyclo[3.3.1]nonane-3-oneN-oxyl (keto-ABNO) within the mesopores of periodic mesoporous organosilica with bridged imidazolium groups is a robust bifunctional catalyst for the metal-free aerobic oxidation of numerous primary and secondary alcohols under oxygen balloon reaction conditions. The catalyst, furthermore, can be successfully employed in the first metal-free self-esterification of primary aliphatic alcohols affording valued esters.

A study of the mechanism of triglyceride hydrodeoxygenation over alumina-supported and phosphatized-alumina-supported Pd catalysts

The mechanism of catalytic hydrodeoxygenation (HDO) of fats, vegetable oils, and fatty acids was studied using alumina-supported Pd catalysts and tricaprylin and valeric acid as model reactants. The chemistry of fatty acid/catalyst interaction was studied by quasi-operando Diffuse Reflectance Infrared Fourier Transform Spectroscopy (DRIFTS). The Pd/γ–Al2O3 catalyst showed good activity in the hydrogenolysis reaction of the ester bonds to convert tricaprylin to caprylic acid, but they were of poor activity in the consecutive hydrodeoxygenation (HDO) of the acid to paraffin. The surface modification of the support alumina by phosphate groups significantly increased the HDO activity of the Pd catalyst and, consequently, the paraffin yield. The activity change was accounted partly for the partial replacement of the weak base Al–OH groups by weak acid P–OH groups but mainly for the partial elimination of Lewis acid (Al⊕) – Lewis base (O?) pair sites on the surface of the support. Both surface Al–OH and P–OH groups were shown to participate in the reaction with carboxylic acid and formed bidentate surface carboxylate species, which further reacted with hydrogen to give paraffin. Carboxylates of less basic surface sites were found to be more prone to HDO reaction than those of strong base sites. Monodentate carboxylates, formed on Al⊕ O? pair sites were of low reactivity. Phosphatizing eliminated most of the Lewis type acid-base pair sites, therefore, reactive bidentate carboxylates represented the most abundant surface intermediate (MASI) during the HDO reaction of triglyceride. The hydroxyl coverage of the carboxylated surface was shown to become somewhat higher under steady-state reaction conditions. The increased hydroxyl coverage implies that C–O bond hydrogenolysis of the surface carboxylate proceeds, regenerating OH groups and forming aldehyde that could be intermediate of paraffin formation.