123-29-5

Basic information

• Product Name: Ethyl nonanoate
• Synonyms: NONANOIC ACID ETHYL ESTER;NONYLIC ACID ETHYL ESTER;PELARGONIC ETHER;PELARGONIC ACID ETHYL ESTER;RARECHEM AL BI 0167;Ethyl n-nonanoate;Ethyl-n-nonanoate;Wine ether
• CAS NO: 123-29-5
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 204-615-7
• Mol File: 123-29-5.mol

Chemical Properties

• Melting Point: -44°C
• Boiling Point: 227 °C
• Flash Point: 202 °F
• Appearance: colorless liquid
• Density: 0.866 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.08 mm Hg ( 25 °C)
• Refractive Index: n20/D 1.422(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: H2O: insoluble
• Water Solubility: 29.53mg/L(temperature not stated)
• Merck: 14,3838
• BRN: 1759169
• CAS DataBase Reference: Ethyl nonanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl nonanoate(123-29-5)
• EPA Substance Registry System: Ethyl nonanoate(123-29-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-R36/37/38
• Safety Statements: 26-36-S36-S26
• WGK Germany: 2
• RTECS: RA6845000
• TSCA: Yes
• Hazardous Substances Data: 123-29-5(Hazardous Substances Data)

Usage

Uses

Used in Flavor Industry:
Ethyl nonanoate is used as a synthetic flavoring agent for imparting a fruity, estry, green, waxy, and fatty taste with banana and tropical nuances to various food products. It is used in flavors such as apple, pear, and cognac with applications in beverages, ice cream, candy, and alcoholic beverages at 4-20 ppm.
Used in Beverage Industry:
Ethyl nonanoate is used in the production method of blueberry health-care vinegar containing lactic acid bacteria powder, enhancing the flavor and aroma of the final product.
Used in Perfume Industry:
Ethyl nonanoate is used as a chemical intermediate in the formulation of perfumes, contributing to its fruity and rosy-fruity aroma.
Used in Chemical Industry:
Ethyl nonanoate serves as a chemical intermediate in the synthesis of various compounds and products in the chemical industry.
Occurrence:
Ethyl nonanoate is naturally found in a variety of fruits, such as pineapple, banana, plum, and apple, as well as in Parmesan cheese, milk, beer, and various alcoholic beverages like cognac, rum, whiskey, and grape wines. It is also reported to be present in plum and pear brandy, wheaten bread, beef, corn oil, and elderberry.

Preparation

By distillation of pelargonic acid and ethyl alcohol in toluene in the presence of small amounts of muriatic acid (HCl); also by hydrogenation of oenanthylidene acetate in the presence of Ni at 180°C.

Safety Profile

Mildly toxic by ingestion. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes

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

Upstream product

• 64-17-5 ethanol 
• 112-05-0 nonanoic acid 
• 1070-26-4 3-bromo-1,1,1-trichlorononane 
• 141-52-6 sodium ethanolate 
• 563-17-7 potassium ethyl sulfate 
• 592-76-7 1-Heptene 
• 5187-82-6 (ethoxycarbonylmethyl)dimethylsulfonium bromide 
• 16156-52-8 n-octyl methanesulfonate 
• 201230-82-2 carbon monoxide 
• 629-27-6 1-Iodooctane 
• 36049-78-2 2-iodooctane 
• 111-83-1 1-bromo-octane 
• 111-66-0 oct-1-ene 
• 2561-21-9 n-octyl trifluoroacetate 

Downstream Products

• 1530-26-3 1,1-Diphenyl-1-nonene 
• 1120-07-6 nonanamide 
• 2243-27-8 nonanonitrile 
• 143-08-8 nonyl alcohol 
• 109367-69-3 nonanoic acid p-toluidide 
• 35627-80-6 N-(2-hydroxy-propyl)-nonanamide 
• 3077-37-0 N,N-bis-(2-hydroxy-ethyl)-nonanamide 
• 99663-26-0 3,6-diheptyl-2,5-dihydroxy-1,4-benzoquinone 
• 40435-62-9 2-Methyl-3-oxo-undecanoic acid 
• 26902-68-1 1,1,1-trifluorodecan-2-one 
• 96937-98-3 1-((R)-Toluene-4-sulfinyl)-decan-2-one 
• 64-17-5 ethanol 
• 112-05-0 nonanoic acid 
• 3342-79-8 pelargonic acid anion 

Relevant articles and documents

Facile oxidation of aldehydes to esters using S·SnO 2/SBA-1-H2O2

A highly efficient, mild, and simple procedure has been described for the oxidation of aldehydes to corresponding esters in alcohols with S·SnO2/SBA-1 as catalyst and H2O2 as the oxidant, and the catalytic systems can be used in the preparation of a broad range of esters. Oxidation of aldehydes to corresponding esters utilizing H 2O2 as the oxidant without any metal catalyst is also reported.

PEPTIDOMIMETIC N5-METHYL-N2-(NONANOYL-L-LEUCYL)-L-GLUTAMINATE DERIVATIVES, TRIAZASPIRO[4.14]NONADECANE DERIVATIVES AND SIMILAR COMPOUNDS AS INHIBITORS OF NOROVIRUS AND CORONAVIRUS REPLICATION

Peptidomimetic N5-methyl-N2-(nonanoyl-L-leucyl)-L-glutaminate derivatives, triazaspiro[4.14]nonadecane derivatives and similar compounds for use in methods of inhibiting the replication of noroviruses and coronaviruses in a biological sample or patient, for use in reducing the amount of noroviruses or coronaviruses in a biological sample or patient, and for use in treating norovirus and coronavirus in a patient, comprising administering to said biological sample or patient a safe and effective amount of a compound represented by formulae I or II, or a pharmaceutically acceptable salt thereof. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. page 99 to page 271; examples 1 to 3; compounds A1 to A104 and Bl to B66; tables A to E).

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A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.

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