Ethyl hex-2-ynoate

Base Information

• Chemical Name: Ethyl hex-2-ynoate
• CAS No.: 16205-90-6
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 29161995
• European Community (EC) Number: 240-335-1
• NSC Number: 190966
• DSSTox Substance ID: DTXSID80167302
• Nikkaji Number: J286.843A
• Wikidata: Q83036649
• Mol file: 16205-90-6.mol

Synonyms:Ethyl hex-2-ynoate;16205-90-6;ethyl 2-hexynoate;2-Hexynoic acid, ethyl ester;EINECS 240-335-1;AI3-35773;hex-2-ynoic acid ethyl ester;2-Hexynoicacid,ethyl ester;2-Hexynoic acid ethyl ester;SCHEMBL824893;DTXSID80167302;ETHYL 2-HEXYNOATE, 98%,;MFCD00015257;NSC190966;AKOS022186473;NSC-190966;AS-77046;CS-0296867;FT-0625954;EN300-786974;A883009;J-802204

Chemical Property of Ethyl hex-2-ynoate

Chemical Property:

• Appearance/Colour: Clear pale yellow liquid
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: 1.4440
• Boiling Point: 205.1 °C at 760 mmHg
• Flash Point: 76.9 °C
• PSA: 26.30000
• Density: 0.951 g/cm³
• LogP: 1.35300
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-hexynoate, 98+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCCC#CC(=O)OCC

Technology Process of Ethyl hex-2-ynoate

There total 10 articles about Ethyl hex-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: 91.0%

1-Pentyne (627-19-0) + chloroformic acid ethyl ester (541-41-3) → ethyl 2-hexynoate (16205-90-6)

Guidance literature:

1-Pentyne; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2.5h;

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

DOI:10.1002/anie.202012099

Reference yield: 82.0%

ethyl butyroyl acetate (3249-68-1) → ethyl 2-hexynoate (16205-90-6)

Guidance literature:

ethyl butyroyl acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

With trifluoromethylsulfonic anhydride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jo801563x

Reference yield: 70.0%

ethanol (64-17-5) + hex-2-ynoic acid (764-33-0) → ethyl 2-hexynoate (16205-90-6)

Guidance literature:

With toluene-4-sulfonic acid; for 20h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201101630

upstream raw materials:

ethyl 3-oxo-2-(triphenylphosphoranylidene)-4-hexenoate

butyryl chloride

ethyl (triphenylphosphoranylidene)acetate

tripropylborane

Downstream raw materials:

ethyl 2,3-dimethyl-4-ethyl-6-propylbenzoate

ethyl 3,4-dimethyl-5-ethyl-2-propylbenzoate

(2E,4E)-ethyl hexa-2,4-dienoate

ethyl 3-oxo-2-triphenylphosphoranylideneoct-4-ynoate