629-70-9

Usage

Uses

Hexadecyl Acetate is a plant sex pheromone.

Flammability and Explosibility

Nonflammable

Purification Methods

Distil the ester in a vacuum twice, then recrystallise it several times from diethyl ether/MeOH. [Beilstein 2 H 136, 2 II 146, 2 III 265, 2 IV 171.]

InChI:InChI=1/C18H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18(2)19/h3-17H2,1-2H3

Upstream product

• 463-51-4 Ketene 
• 36653-82-4 1-Hexadecanol 
• 127-09-3 sodium acetate 
• 4860-03-1 1-Chlorohexadecan 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 13933-61-4 ethyl hexadecyl ether 
• 628-63-7 1-pentyl acetate 
• 127-08-2 potassium acetate 
• 86756-10-7 1-Methylsulfanylmethoxy-hexadecane 
• 78617-58-0 (Z)-13-hexadecene-11-yn-1-yl acetate 
• 52756-05-5 N-hexadecyl-N'-tosylhydrazine 
• 112-82-3 hexadecanyl bromide 

Downstream Products

• 629-73-2 1-Hexadecene 

Relevant academic research and scientific papers

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

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.

Sustainable Method for the Large-Scale Preparation of Fe3O4 Nanocrystals

In this work, a facile synthetic process is reported for the large-scale synthesis of Fe3O4 nanocrystals. Thermal decomposition of Fe(acac)3 (100 g) in 1-hexadecanol produced Fe3O4 nanocrystals with well-controlled sizes and morphologies. The nanocrystals were spherically shaped with average diameters of 7.8 ± 0.6, 6.5 ± 0.4, and 5.9 ± 0.2 nm when prepared at 300°C, 270°C, and 250°C, respectively. Mechanisms of crystal formation were elucidated on the basis of gas chromatography-mass spectroscopy analysis, enabling the large-scale preparation of Fe3O4 nanocrystals. To provide an environmentally benign route, Fe3O4 nanocrystals were prepared with recycled solvent which was recovered from the initial experiment. The resulting porous Fe3O4 nanocrystals had larger average sizes than those of the initial nanocrystals. Structural characterization was performed using transmission electron microscopy and powder X-ray diffraction.

Hydrophobicity-enhanced magnetic solid sulfonic acid: A simple approach to improve the mass transfer of reaction partners on the surface of the heterogeneous catalyst in water-generating reactions

Two novel and environmentally benign organosulfonic acid-functionalized silica-coated magnetic nanoparticle catalysts 1 (Fe3O 4@SiO2@Et-PhSO3H) and 2 (Fe3O 4@SiO2@Me&Et-PhSO3H) were prepared and their surface hydrophobicity was assessed by esterification reaction of fatty alcohols. Also, their water-toleration in two water-generating reactions was investigated, namely: synthesis of bis(indolyl)methane and the Biginelli reaction of benzaldehyde, methyl acetoacetate, and urea under solvent-free conditions. In these reactions, the catalyst 2 that was more hydrophobic and water-resistant showed higher catalytic activity and was characterized extensively by various techniques. This catalyst was successfully used in the Biginelli reaction of a series of aldehydes, β-keto esters, and urea/thiourea for the synthesis of a diverse range of pharmacologically active 3,4-dihydropyrimidin-2-one/thione (DHPM) derivatives. The catalyst 2 was easily separated by an external magnet and the recovered catalyst was reused in five cycles without any significant loss of activity.

In situ generated Ph3P(OAc)2as a novel reagent for the efficient acetylation of alcohols and thiols at room temperature

Ph3P, Br2, and ammonium acetate are used for the in situ generation of Ph3P(OAc)2, which was characterized by different NMR techniques. The Ph3P(OAc)2generated was used as a novel and efficient reagent for the acetylation of alcohols and thiols in acetonitrile at room temperature under homogeneous conditions. This reaction was also performed under heterogeneous conditions using 1,3,2,4- diazadiphosphetidine as an easily prepared, stable, and heterogeneous P(III) compound.

Synthesis, characterization and application of poly(4-vinylpyridine)- supported Bronsted acid as reusable catalyst for acetylation reaction

Poly(4-vinylpyridine)-supported Bronsted acids (P4VP-HX) were prepared by wet impregnation technique. These supported acids were found as efficient heterogeneous green catalysts for acetylation of alcohol, amine and phenol with different catalytic activities. The wide application of P4VP-HX as reusable solid acid catalyst in organic reactions is possible because of its simple preparation and handling, stability, simple work up procedure.

Synthesis of C7-C16-Alkyl maltosides in the presence of tin(IV) chloride as a lewis acid catalyst

The synthesis of C7- to C16-alkyl maltosides in the presence of tin(IV) chloride as Lewis acid catalyst was performed. The characterization of the products and theoretical investigation of the crucial step in the synthesis were carried out. The preparation of the β-maltosides required reaction time of 1 h, and that of the α-maltosides was 72 h. The side products were the α-D-maltosidechloride and 2-hydroxy-β-maltoside, respectively. The PM3 calculation confirmed the formation of the kinetically controlled β-product.

Dual behavior of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions

The dual behavior phenomenon of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions (SFRCs) is described; the governing factor is the stability of the carbonium ion generated from the alcohol; high concentration reaction conditions (HCRCs) or dilute solutions are much less suitable. In the case of benzylic alcohols, loss of optical activity was noted, whereas alkyl alcohols furnished a product with retention of stereochemistry.

Separation, recovery and reuse of N-heterocyclic carbene catalysts in transesterification reactions

A novel and convenient strategy to separate, recover and reuse N-heterocyclic carbene catalysts in transesterification reactions has been developed.

Molecular iodine catalyzed selective acetylation of alcohols with vinyl acetate

Molecular iodine is found to catalyze the acetylation of alcohols efficiently with vinyl acetate. The reaction is mild and selective with good to high yields. Molecular iodine displays significant functional group tolerance, being compatible with methoxy, double bonds, spiroketals, ketals and phenolic hydroxyl functions.