Ethyl Hex-5-ynoate

Base Information

• Chemical Name: Ethyl Hex-5-ynoate
• CAS No.: 108545-38-6
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• European Community (EC) Number: 839-895-5
• Nikkaji Number: J1.181.402F
• Mol file: 108545-38-6.mol

Synonyms:Ethyl Hex-5-ynoate;108545-38-6;5-Hexynoic acid ethyl ester;ethyl-5-hexynoate;SCHEMBL14273632;F86485;EN300-6241310

Chemical Property of Ethyl Hex-5-ynoate

Chemical Property:

• PSA: 26.30000
• LogP: 1.35300
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

97% ^*data from raw suppliers

5-Hexynoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCC#C

Technology Process of Ethyl Hex-5-ynoate

There total 8 articles about Ethyl Hex-5-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: 92.0%

ethanol (64-17-5) + hex-5-ynoic acid (53293-00-8) → 5-hexynoic acid ethyl ester (108545-38-6)

Guidance literature:

With magnesium chloride; at 20 ℃; for 18h;

DOI:10.1055/s-2007-990812

Reference yield: 84.0%

ethyl bromide (74-96-4) + hex-5-ynoic acid (53293-00-8) → 5-hexynoic acid ethyl ester (108545-38-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 23 ℃; Inert atmosphere;

DOI:10.1021/jacs.5b06969

Reference yield: 55.0%

ethyl 2,2-diethoxycarbonylhex-5-ynoate (1289154-34-2) → 5-hexynoic acid ethyl ester (108545-38-6)

Guidance literature:

With water; lithium chloride; In dimethyl sulfoxide; at 170 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c0cc05646d

upstream raw materials:

ethanol

hex-5-ynoic acid

methyl hex-5-ynoate

methyl 5-hexenoate

Downstream raw materials:

hex-5-ynoic acid

4-(5-ethoxycarbonyl-pent-1-ynyl)-benzoic acid

ethyl 6-[3,5-diformyl-4-(methoxymethoxy)phenyl]hex-5-ynoate

ethyl 6-(3-{[(4-methylphenyl)sulfonyl]oxy}-furo[2,3-c]-pyridazin-5-yl)hex-5-ynoate

Refernces

• 1、 Kende, Andrew S.,Journet, Michel. "Novel Ag(I)-catalysis of an intramolecular 1,3-dipolar cycloaddition". . p. 3087 - 3090. Retrieved 1995.
• 2、 Liu, Zi,Breit, Bernhard. "Rhodium-Catalyzed Regio- and Enantioselective Addition of N-Hydroxyphthalimide to Allenes: A Strategy to Synthesize Chiral Allylic Alcohols". supporting information. p. 300 - 303. Retrieved 2018/01/17.
• 3、 Faizi, Darius J.,Davis, Ashlee J.,Meany, Fiach B.,Blum, Suzanne A.. "Catalyst-Free Formal Thioboration to Synthesize Borylated Benzothiophenes and Dihydrothiophenes". supporting information. p. 14286 - 14290. Retrieved 2016/11/11.