10031-92-2

Basic information

• Product Name: ETHYL 2-NONYNOATE
• Synonyms: 2-NONYNOIC ACID ETHYL ESTER;FEMA 2448;ETHYL 2-NONYNOATE;ETHYL OCTINE CARBONATE;ethyl non-2-ynoate;2-NONYNOIC ACID ETHYL ESTER 98+%;2-nonyl ethyl acetylene;2-ethyl octine carbonate
• CAS NO: 10031-92-2
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.26
• EINECS: 233-098-0
• Product Categories: Acetylenes;Acetylenic Carboxylic Acids & Their Derivatives;Alphabetical Listings;E-F;Flavors and Fragrances
• Mol File: 10031-92-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 121-122 °C13 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.904 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• BRN: 1765230
• CAS DataBase Reference: ETHYL 2-NONYNOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-NONYNOATE(10031-92-2)
• EPA Substance Registry System: ETHYL 2-NONYNOATE(10031-92-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 10031-92-2(Hazardous Substances Data)

Usage

Description

ETHYL 2-NONYNOATE is an organic compound with a characteristic green, violet-like odor. It is a colorless to pale yellow liquid at room temperature and has not been reported to occur naturally.

Uses

Used in Fragrance Industry:
ETHYL 2-NONYNOATE is used as a fragrance ingredient for its distinct green, violet-like odor. It is commonly utilized in the creation of perfumes and other scented products due to its unique and appealing scent.
Used in Flavor Industry:
In the flavor industry, ETHYL 2-NONYNOATE is used as an additive to impart a green, violet-like flavor to various food and beverage products. Its distinct taste profile makes it a valuable component in the development of new and innovative flavors.
Used in Chemical Synthesis:
ETHYL 2-NONYNOATE serves as a starting material or intermediate in the synthesis of various organic compounds. Its unique chemical structure allows for further reactions and modifications, making it a versatile building block in the chemical industry.
Used in Research and Development:
Due to its distinctive properties, ETHYL 2-NONYNOATE is also used in research and development for the study of organic chemistry, material science, and other related fields. It can be employed in the development of new compounds, materials, or processes that may have potential applications in various industries.

Preparation

From n-oct-l-yne via its sodium-derivative, with ethyl chlorocarbonate to the acetylenic ester (Bedoukian, 1967).

InChI:InChI=1/C11H18O2/c1-3-5-6-7-8-9-10-11(12)13-4-2/h3-8H2,1-2H3

Upstream product

• 38491-53-1 2-Diazo-3-hydroxy-nonanoic acid ethyl ester 
• 64-17-5 ethanol 
• 1846-70-4 non-2-ynoic acid 
• 629-05-0 n-octyne 
• 541-41-3 chloroformic acid ethyl ester 
• 201230-82-2 carbon monoxide 
• 74-96-4 ethyl bromide 
• 124-38-9 carbon dioxide 
• 41658-03-1 ethyl 3-bromoprop-2-ynoate 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 123-29-5 ethyl pelargonate 
• 1195776-71-6 C₁₉H₂₄O₂ 
• 1350934-82-5 ethyl 2-hexyl-4-phenylquinoline-3-carboxylate 

Relevant articles and documents

Copper(i)/phosphine-catalyzed tandem carboxylation/annulation of terminal alkynes under ambient pressure of CO2: One-pot access to 3a-hydroxyisoxazolo[3,2-a]isoindol-8(3aH)-ones

An efficient method for the synthesis of 3a-hydroxyisoxazolo[3,2-a]isoindol-8(3aH)-ones from CO2, terminal alkynes, EtBr, and NHPI (N-hydroxyphthalimide) was developed through a tandem carboxylation/annulation strategy catalyzed by a copper(i)/phosphine system. This one-pot multicomponent reaction was conducted at atmospheric CO2 pressure to afford the target products in good to excellent yields under mild conditions. Notably, a wide range of functional groups were tolerated in this procedure. This protocol with simultaneous formation of four novel bonds i.e. two C-C bonds and two C-O bonds represents an efficient methodology for upgrading CO2 into heterocycles.

Total synthesis of a piperidine alkaloid, microcosamine A

The first asymmetric total synthesis of a new natural piperidine alkaloid, microcosamine A, has been accomplished from d-serine and d-methyl lactate as chiral pool starting materials. Key features of the strategy include the utility of Horner-Wadsworth-Emmons reaction, Luche reduction, intramolecular carbamate N-alkylation to form the piperidine framework and Julia-Kocienski olefination to install the triene side-chain.

An entry to non-racemic β-tertiary-β-amino alcohols, building blocks for the synthesis of aziridine, piperazine, and morpholine scaffolds

A method for the preparation of enantiopure β-tert-amino alcohols bearing a tetrasubstituted C-stereocenter, as well as their conversion into selected medicinally privileged heterocyclic systems (morpholines, aziridines, piperazines) is reported. These co