Ethyl undec-2-ynoate

Base Information

• Chemical Name: Ethyl undec-2-ynoate
• CAS No.: 10519-17-2
• Molecular Formula: C13H22 O2
• Molecular Weight: 210.316
• Hs Code.: 2916190090
• European Community (EC) Number: 234-056-4
• UNII: ED4ZSK4KGA
• DSSTox Substance ID: DTXSID4065103
• Nikkaji Number: J212.443B
• Wikidata: Q81991992
• Mol file: 10519-17-2.mol

Synonyms:Ethyl undec-2-ynoate;10519-17-2;Ethyl 2-Undecynoate;2-Undecynoic Acid Ethyl Ester;2-Undecynoic acid, ethyl ester;Ethyl decine carbonate;EINECS 234-056-4;2-Undecynoic acid,ethyl ester;Ethylundec-2-ynoate;Ethyl decyne carbonate;ED4ZSK4KGA;ethyl n-hendec-2-ynoate;DTXSID4065103;MFCD00036627;AKOS015837619;CS-0448533;FT-0765159;U0064;D92771;3-METHYLENECYCLOPROPANE-TRANS-1,2-DICARBOXYLICACID

Chemical Property of Ethyl undec-2-ynoate

Chemical Property:

• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.4500 to 1.4530
• Boiling Point: 298°Cat760mmHg
• Flash Point: 125.6°C
• PSA: 26.30000
• Density: 0.914g/cm³
• LogP: 3.30350
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 210.161979940
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

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

Ethyl 2-Undecynoate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC#CC(=O)OCC

Technology Process of Ethyl undec-2-ynoate

There total 3 articles about Ethyl undec-2-ynoate 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: 55.6%

1-decyne (764-93-2) + chloroformic acid ethyl ester (541-41-3) → ethyl undec-2-ynoate (10519-17-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

DOI:10.7164/antibiotics.48.1467

Reference yield:

1-decyne (764-93-2) → ethyl undec-2-ynoate (10519-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) EtMgBr, Et₂O, (ii) /BRN= 1900390/

2: H₂SO₄ / toluene

With sulfuric acid; In toluene;

DOI:10.1016/0040-4020(62)80037-4

Reference yield:

ethanol (64-17-5) + 2-Undecynoic acid (54299-08-0) → ethyl undec-2-ynoate (10519-17-2)

Guidance literature:

With sulfuric acid; In toluene;

DOI:10.1016/0040-4020(62)80037-4

upstream raw materials:

ethanol

2-Undecynoic acid

1-decyne

chloroformic acid ethyl ester

Downstream raw materials:

(3E,4E)-ethyl 3-(2-chlorobenzylidene)undec-4-enoate

2-Undecynoic acid

Refernces

• 1、 Sakai,Kawai,Kamishohara,Odagawa,Suzuki,Uchida,Kawasaki,Tsuruo,Otake. "Structure-antitumor activity relationship of semi-synthetic spicamycin derivatives". . p. 1467 - 1480. Retrieved 2007/10/03.