Ethyl 2-nonynoate

Base Information

• Chemical Name: Ethyl 2-nonynoate
• CAS No.: 10031-92-2
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Hs Code.: 2916190090
• European Community (EC) Number: 233-098-0
• NSC Number: 190985
• UNII: 853DED009T
• DSSTox Substance ID: DTXSID5064918
• Nikkaji Number: J241.237C
• Wikidata: Q27269581
• Metabolomics Workbench ID: 47273
• Mol file: 10031-92-2.mol

Synonyms:Ethyl non-2-ynoate;Ethyl 2-nonynoate;10031-92-2;Ethyl-2-nonynoate;2-Nonynoic acid, ethyl ester;Ethyl nonynoate;Ethyl octynecarboxylate;FEMA No. 2448;2-Nonynoic Acid Ethyl Ester;Ethyl octinecarbonate;EINECS 233-098-0;NSC 190985;UNII-853DED009T;AI3-35818;853DED009T;NSC-190985;Nonynoic acid, ethyl ester;Ethyl2-Nonynoate;ethyl n-non-2-ynoate;2-ethyl octine carbonate;2-Nonynoic acid,ethylester;ETHYL OCTYNECARBONATE;SCHEMBL1101207;DTXSID5064918;BFZNMUGAZYAMTG-UHFFFAOYSA-;FEMA 2448;CHEBI:185864;ETHYL-2-NONYNOATE [FHFI];LMFA07010879;MFCD00036553;NSC190985;2- NONYNOIC ACID ETHYL ESTER;AKOS015837610;LS-2742;ETHYL OCT-1-YN-1-YL CARBONATE;CS-0439650;FT-0625976;N0596;D91743;Q27269581

Chemical Property of Ethyl 2-nonynoate

Chemical Property:

• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• Boiling Point: 262.7 °C at 760 mmHg
• Flash Point: 107.8 °C
• PSA: 26.30000
• Density: 0.925 g/cm³
• LogP: 2.52330
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-Nonynoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC#CC(=O)OCC

Technology Process of Ethyl 2-nonynoate

There total 7 articles about Ethyl 2-nonynoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

n-octyne (629-05-0) + chloroformic acid ethyl ester (541-41-3) → ethyl non-2-ynoate (10031-92-2)

Guidance literature:

n-octyne; With methyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.5h;

chloroformic acid ethyl ester; In tetrahydrofuran; Petroleum ether; at -78 - 20 ℃;

DOI:10.1039/d0ob01315c

Reference yield: 85.0%

ethanol (64-17-5) + non-2-ynoic acid (1846-70-4) → ethyl non-2-ynoate (10031-92-2)

Guidance literature:

With sulfuric acid; for 14h; Ambient temperature; then 1.5 h. reflux;

DOI:10.1016/S0031-9422(00)81967-6

Reference yield: 63.0%

ethanol (64-17-5) + n-octyne (629-05-0) + carbon monoxide (201230-82-2) → ethyl non-2-ynoate (10031-92-2)

Guidance literature:

With palladium 10% on activated carbon; oxygen; tetra-(n-butyl)ammonium iodide; In 1,4-dioxane; at 80 ℃; for 8h; under 760.051 Torr; Autoclave;

DOI:10.1055/s-0032-1316896

upstream raw materials:

2-Diazo-3-hydroxy-nonanoic acid ethyl ester

ethanol

non-2-ynoic acid

n-octyne

Downstream raw materials:

trans,trans-2,4-nonadienol

Refernces

• 1、 Concellón, José M.,Rodríguez-Solla, Humberto,Concellón, Carmen. "Deuteration of α,β-acetylenic esters, amides, or carboxylic acids without using deuterium gas: Synthesis of 2,2,3,3-tetradeuterioesters, amides, or acids". . p. 2129 - 2131. Retrieved 2004.
• 2、 Narczyk, Aleksandra,Stecko, Sebastian. "An entry to non-racemic β-tertiary-β-amino alcohols, building blocks for the synthesis of aziridine, piperazine, and morpholine scaffolds". supporting information. p. 5972 - 5981. Retrieved 2020/08/21.