822-23-1

Basic information

• Product Name: STEARYL ACETATE
• Synonyms: 1-Octadecanol acetate;1-octadecyl acetate;n-Octadecyl acetate;n-Octadecyl ethanoate;n-octadecylacetate;Octadecanol acetate;ACETIC ACID STEARYL ESTER;ACETIC ACID OCTADECYL ESTER
• CAS NO: 822-23-1
• Molecular Formula: C₂₀H₄₀O₂
• Molecular Weight: 312.53
• EINECS: 212-493-1
• Mol File: 822-23-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 32.84°C
• Boiling Point: 352.43°C (estimate)
• Flash Point: 30 °C
• Appearance: /
• Density: 0.8739 (estimate)
• Vapor Pressure: 6.51E-05mmHg at 25°C
• Refractive Index: 1.4527 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• CAS DataBase Reference: STEARYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: STEARYL ACETATE(822-23-1)
• EPA Substance Registry System: STEARYL ACETATE(822-23-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 822-23-1(Hazardous Substances Data)

Usage

Uses

Stearyl Acetate is a sex pheromone found in the males of the castniid palm borer, paysandisia exhibited in their courtship behavior.

Purification Methods

Distil the ester under high vacuum, then crystallise it from Et2O/MeOH, EtOH (m 32.8o) or Me2CO (m 32.4o). Also recorded are m 30.2o; and 35.3o for an form as well as 38-39o for a  form. [Phillips & Mumford J Chem Soc 1663 1934, Beilstein 2 H 136, 2 II 147, 2 III 266, 2 IV 171.]

InChI:InChI=1/C20H40O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20(2)21/h3-19H2,1-2H3

Upstream product

• 4889-45-6 phosphoric acid trioctadecyl ester 
• 108-24-7 acetic anhydride 
• 112-92-5 1-octadecanol 
• 64-19-7 acetic acid 
• 930-02-9 octadecyl-vinyl ether 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 3386-32-1 n-octadecyl p-toluenesulfonate 
• 127-08-2 potassium acetate 
• 69820-27-5 (Z)-octadec-13-en-1-ol 

Downstream Products

• 593-45-3 octadecane 
• 112-88-9 octadec-1-ene 
• 112-92-5 1-octadecanol 

Relevant articles and documents

Dehydrogenative ester synthesis from enol ethers and water with a ruthenium complex catalyzing two reactions in synergy

We report the dehydrogenative synthesis of esters from enol ethers using water as the formal oxidant, catalyzed by a newly developed ruthenium acridine-based PNP(Ph)-type complex. Mechanistic experiments and density functional theory (DFT) studies suggest that an inner-sphere stepwise coupled reaction pathway is operational instead of a more intuitive outer-sphere tandem hydration-dehydrogenation pathway.

Ethyl acetate as an acetyl surrogate for the iodine catalyzed acetylation of alcohols

The use of readily available ethyl acetate in the presence of iodine as an alternative acetylating agent is reported. Amines and phenols were unreactive under the examined reaction conditions, indicating that the method is highly chemoselective.

Synthesis of sulfonic acid containing ionic-liquid-based periodic mesoporous organosilica and study of its catalytic performance in the esterification of carboxylic acids

A new sulfonic acid containing ionic-liquid-based periodic mesoporous organosilica (PMO-IL-SO3H) material was prepared and its catalytic application was investigated in the esterification of carboxylic acids with alcohols. The PMO-IL-SO3H nanocatalyst was first characterized with diffuse reflectance infrared Fourier transform (DRIFT) spectroscopy, transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and nitrogen sorption analysis. Then, the catalytic performance of this material was studied in the esterification of carboxylic acids with short- and long-chain aliphatic alcohols, cyclic alcohols, and benzylic alcohols under solvent-free conditions. The results showed that the catalyst has superior activity for the conversion of several alcohols to afford the corresponding ester products in excellent yields and high purity. Moreover, the catalyst could be recovered and reused several times without a significant decrease in activity and product selectivity. Copyright