Ethyl (E)-2-decen-4-ynoate

Base Information

• Chemical Name: Ethyl (E)-2-decen-4-ynoate
• CAS No.: 66901-42-6
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• European Community (EC) Number: 266-514-4
• DSSTox Substance ID: DTXSID001309932
• Nikkaji Number: J310.166E
• Mol file: 66901-42-6.mol

Synonyms:Ethyl (E)-2-decen-4-ynoate;66901-42-6;EINECS 266-514-4;Ethyl(E)-2-decen-4-ynoate;ethyl (2E)-2-decen-4-ynoate;SCHEMBL11301658;SCHEMBL11301661;DTXSID001309932;(E)-2-Decen-4-ynoic acid ethyl ester;(E)-dec-2-en-4-ynoic acid ethyl ester

Chemical Property of Ethyl (E)-2-decen-4-ynoate

Chemical Property:

• Vapor Pressure: 0.00789mmHg at 25°C
• Boiling Point: 268°Cat760mmHg
• Flash Point: 106.4°C
• PSA: 26.30000
• Density: 0.938g/cm³
• LogP: 2.68940
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC#CC=CC(=O)OCC
• Isomeric SMILES: CCCCCC#C/C=C/C(=O)OCC

Technology Process of Ethyl (E)-2-decen-4-ynoate

There total 22 articles about Ethyl (E)-2-decen-4-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: 84.0%

1-Heptyne (628-71-7) + ethyl (E)-3-iodopropenoate (31930-36-6,31930-37-7) → ethyl-(E)-dec-2-en-4-yn-oate (66901-42-6)

Guidance literature:

With copper(l) iodide; N,N-dimethylglycine hydrochoride; caesium carbonate; In 1,4-dioxane; at 80 ℃; for 12h;

DOI:10.1021/jo070547x

Reference yield: 82.0%

ethanol (64-17-5) + (E)-dec-2-en-4-yn-1-al (78651-47-5) → ethyl-(E)-dec-2-en-4-yn-oate (66901-42-6)

Guidance literature:

With manganese(IV) oxide; sodium cyanide; acetic acid; for 12h; Ambient temperature;

Reference yield: 80.0%

2-octyn-1-ol (20739-58-6) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl-(E)-dec-2-en-4-yn-oate (66901-42-6)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 10h;

DOI:10.1081/SCC-100104061

upstream raw materials:

oct-2-ynal

ethoxycarbonylmethyltriphenylarsonium bromide

ethanol

(E)-dec-2-en-4-yn-1-al

Downstream raw materials:

ethyl (2E,4Z)-2,4-decadienoate

ethyl 2E,4E-decadienoate

(E)-dec-2-en-4-yl-1-ol

Refernces

• 1、 Liu, Feng,Ma, Dawei. "Assembly of conjugated enynes and substituted indoles via CuI/amino acid-catalyzed coupling of 1-alkynes with vinyl iodides and 2- bromotrifluoroacetanilides". . p. 4844 - 4850. Retrieved 2008/02/05.
• 2、 Raminelli, Cristiano,Gargalaka Jr., Jo?o,Silveira, Cláudio C.,Comasseto, Jo?o V.. "Coupling of butyl vinyl tellurides with metal acetylides catalyzed by nickel complexes". . p. 4927 - 4930. Retrieved 2007/10/03.