143-13-5

Basic information

• Product Name: NONYL ACETATE
• Synonyms: 1-acetoxynonane;1-nonylacetate;Aceticacid,nonylester;aceticacidnonylester;n-Nonanyl acetate;n-nonanylacetate;n-Nonyl ethanoate;n-nonylethanoate
• CAS NO: 143-13-5
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 205-585-8
• Mol File: 143-13-5.mol
• Article Data: 23

Chemical Properties

• Melting Point: -26°C
• Boiling Point: 212 °C(lit.)
• Flash Point: 210 °F
• Appearance: /
• Density: 0.864 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.197mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Storage Temp.: 2-8°C
• Merck: 14,6678
• CAS DataBase Reference: NONYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: NONYL ACETATE(143-13-5)
• EPA Substance Registry System: NONYL ACETATE(143-13-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 2
• RTECS: AJ1382500
• Hazardous Substances Data: 143-13-5(Hazardous Substances Data)

Usage

Description

NONYL ACETATE, also known as the acetate ester of nonan-1-ol, is a colorless liquid with a strong pungent odor and a floral, fruity (mushroom-gardenia) scent. It has a bitter taste when concentrated and is less dense than water, making it insoluble in water and causing it to float on the surface. NONYL ACETATE is prepared by direct esterification of n-nonyl alcohol with acetic acid and is characterized by its waxy, stale milk, earthy mushroom, and slightly metallic taste with cheesy nuances.

Uses

Used in Perfumery:
NONYL ACETATE is used as a fragrance ingredient in the perfumery industry due to its strong, pungent odor and floral, fruity scent. It adds a unique and pleasant aroma to various perfumes and fragrances.
Used in Flavor Industry:
NONYL ACETATE is used as a flavoring agent in the flavor industry for its corresponding flavor on dilution. It provides a waxy citrus, earthy mushroom, creamy milk, and estery taste with ripe apple pulp notes, enhancing the overall flavor profile of various food and beverage products.
Used in the Food Industry:
NONYL ACETATE is used as an additive in the food industry to impart its distinct taste and aroma to different products. Its occurrence in natural sources like apple, citrus peel oils and juices, grapes, melon, Gruyere cheese, milk, beer, and pepino fruit (Solanum muricatum) makes it a suitable choice for enhancing the flavor of various food items.
Used in the Cosmetic Industry:
NONYL ACETATE can be used in the cosmetic industry as an ingredient in various personal care products, such as lotions, creams, and shampoos, due to its pleasant scent and ability to blend well with other ingredients.
Used in the Pharmaceutical Industry:
NONYL ACETATE may also find applications in the pharmaceutical industry as a solvent or carrier for certain drugs, taking advantage of its solubility properties and compatibility with other substances.

Preparation

By direct esterification of n-nonyl alcohol with acetic acid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

NONYL ACETATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire [USCG, 1999].

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.

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

Upstream product

• 75-36-5 acetyl chloride 
• 143-08-8 nonyl alcohol 
• 111-67-1 2-octene 
• 201230-82-2 carbon monoxide 
• 64-19-7 acetic acid 
• 111-66-0 oct-1-ene 
• 112-12-9 methyl nonyl ketone 
• 76238-22-7 cis-non-6-en-1-yl acetate 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 
• 112-30-1 1-Decanol 
• 108-24-7 acetic anhydride 
• 15848-22-3 5-bromo-1-pentanyl acetate 
• 693-04-9 butyl magnesium bromide 
• 123-29-5 ethyl pelargonate 

Downstream Products

• 124-11-8 non-1-ene 
• 111-84-2 nonane 
• 143-08-8 nonyl alcohol 

Relevant articles and documents

Molybdenum-modified mesoporous SiO2as an efficient Lewis acid catalyst for the acetylation of alcohols

A suitable, expeditious and well-organized approach for the acetylation of alcohols with acetic anhydride in the presence of 5%MoO3-SiO2 as an optimum environmentally benign heterogeneous catalyst was developed. The high surface area obtained for 5%MoO3-SiO2, 101 m2 g-1 compared to other catalysts, 22, 23, and 44 m2 g-1 for 5%WO3-ZrO2, 5%WO3-SiO2, and 5%MoO3-ZrO2, respectively, appears to be the driving force for better catalytic activity. Amongst the two dopants used, molybdenum oxide is the better dopant compared to its tungsten oxide counterpart. High yields of up to 86% were obtained with MoO3 doping while WO3 containing catalysts did not show any activity. Other reaction parameters such as reactor stirring speed, and solvent variation were studied and revealed that the optimum stirring speed is 400 rpm and cyclohexane is the best solvent. Thus, the utilization of affordable and nontoxic materials, short reaction times, reusability, and producibility of excellent yields of the desired products are the advantages of this procedure.

Structural and catalytic characterization of a fungal baeyer-villiger monooxygenase

Baeyer-Villiger monooxygenases (BVMOs) are biocatalysts that convert ketones to esters. Due to their high regio-, stereo- and enantioselectivity and ability to catalyse these reactions under mild conditions, they have gained interest as alternatives to chemical Baeyer-Villiger catalysts. Despite their widespread occurrence within the fungal kingdom, most of the currently characterized BVMOs are from bacterial origin. Here we report the catalytic and structural characterization of BVMOAFL838 from Aspergillus flavus. BVMOAFL838 converts linear and aryl ketones with high regioselectivity. Steady-state kinetics revealed BVMOAFL838 to show significant substrate inhibition with phenylacetone, which was more pronounced at low pH, enzyme and buffer concentrations. Para substitutions on the phenyl group significantly improved substrate affinity and increased turnover frequencies. Steady-state kinetics revealed BVMOAFL838 to preferentially oxidize aliphatic ketones and aryl ketones when the phenyl group are separated by at least two carbons from the carbonyl group. The X-ray crystal structure, the first of a fungal BVMO, was determined at 1.9 A and revealed the typical overall fold seen in type I bacterial BVMOs. The active site Arg and Asp are conserved, with the Arg found in the ginh position. Similar to phenylacetone monooxygenase (PAMO), a two residue insert relative to cyclohexanone monooxygenase (CHMO) forms a bulge within the active site. Approximately half of the gvariableh loop is folded into a short ?-helix and covers part of the active site entry channel in the non-NADPH bound structure. This study adds to the current efforts to rationalize the substrate scope of BVMOs through comparative catalytic and structural investigation of different BVMOs.

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