Hex-2-enoic acid ethyl ester

Base Information

• Chemical Name: Hex-2-enoic acid ethyl ester
• CAS No.: 1552-67-6
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID80862688
• Wikidata: Q27159687
• Mol file: 1552-67-6.mol

Synonyms:hex-2-enoic acid ethyl ester;2-hexenoic acid ethyl ester;DTXSID80862688;FT-0626242;D90567;Q27159687

Chemical Property of Hex-2-enoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 1.32mmHg at 25°C
• Melting Point: -65.52°C (estimate)
• Refractive Index: 1.4348
• Boiling Point: 172.6°Cat760mmHg
• Flash Point: 62.3°C
• PSA: 26.30000
• Density: 0.901g/cm³
• LogP: 1.90580
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CC(=O)OCC

Technology Process of Hex-2-enoic acid ethyl ester

There total 15 articles about Hex-2-enoic acid ethyl ester 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: 60.0%

carbon monoxide (201230-82-2) + (E)-6-Iodo-hex-2-enoic acid ethyl ester (135660-29-6) → ethyl (2-oxocyclopentyl)acetate (20826-94-2) + ethyl hex-2-enoate (1552-67-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 2h; under 68400.1 Torr;

DOI:10.1039/c39910001018

Reference yield:

hydrogen ethyl malonate (1071-46-1) + butyraldehyde (123-72-8) → ethyl (E)-3-hexenoate (26553-46-8) + ethyl hex-2-enoate (1552-67-6)

Guidance literature:

hydrogen ethyl malonate; butyraldehyde; With 4-methyl-morpholine; at 80 ℃; for 8h;

With sulfuric acid; In water; at 20 ℃; for 0.5h; regioselective reaction;

DOI:10.1080/00397910903370659

Reference yield:

ethanol (64-17-5) + 2-hexenoic acid (1191-04-4) → ethyl hex-2-enoate (1552-67-6)

Guidance literature:

With sulfuric acid; benzene; unter Entwaesserung des Dampfes mit wasserfreiem MgSO₄;

DOI:10.1021/jo01165a018

upstream raw materials:

quinoline

Ethyl 2-bromohexanoate

ethanol

2-hexenoic acid

Downstream raw materials:

C₁₅H₂₃NO₂

C₂₀H₂₆N₂O

ethyl 3-(benzylamino)caproate

Ethyl hexanoate

Refernces

• 1、 Mercier, Joel,Archen, Laurence,Bollu, Veronique,Carre, Stephane,Evrard, Yves,Jnoff, Eric,Kenda, Benoit,Lallemand, Benedicte,Michel, Philippe,Montel, Florian,Moureau, Florence,Price, Nathalie,Quesnel, Yannick,Sauvage, Xavier,Valade, Anne,Provins, Laurent. "Discovery of heterocyclic nonacetamide synaptic vesicle protein 2A (SV2A) ligands with single-digit nanomolar potency: Opening avenues towards the first SV2A positron emission tomography (PET) ligands". . p. 693 - 698. Retrieved 2014/05/06.
• 2、 Zhang, Shi-Jie,Hu, Wei-Xiao. "Method for regio- and stereoselective synthesis of (E)-Β,γ- unsaturated acids from aldehydes under solvent-free conditions". experimental part. p. 3093 - 3100. Retrieved 2010/12/19.