Ethyl 3-hexenoate

Base Information

• Chemical Name: Ethyl 3-hexenoate
• CAS No.: 2396-83-0
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 29161900
• European Community (EC) Number: 247-798-9,219-257-7
• UNII: U53D99S694
• DSSTox Substance ID: DTXSID70885361
• Nikkaji Number: J126.495H,J110.613I
• Wikidata: Q27290699
• Mol file: 2396-83-0.mol

Synonyms:ETHYL 3-HEXENOATE;2396-83-0;Ethyl hex-3-enoate;3-Hexenoic acid, ethyl ester;26553-46-8;Ethyl trans-3-hexenoate;ethyl (E)-hex-3-enoate;Ethyl hydrosorbate;(E)-Ethyl hex-3-enoate;3-Hexenoic acid, ethyl ester, (E)-;3-Hexenoic acid, ethyl ester, (3E)-;Ethyl (E)-3-hexenoate;FEMA No. 3342;Ethyl (E)hex-3-enoate;3-Hexenoic acid ethyl ester;Ethyl 3-hexenoate (natural);UNII-U53D99S694;(E)-3-hexenoic acid ethyl ester;EINECS 219-257-7;EINECS 247-798-9;U53D99S694;ethyl (3E)-hex-3-enoate;Ethyl 3-hexenoate (trans);Ethyl 3-hexenoate(trans);(3E)-ethyl 3-hexenoate;SCHEMBL148959;ethyl (E)hex - 3 - enoate;SCHEMBL1171487;Ethyl trans-3-hexenoate, 97%;CHEBI:87560;DTXSID70885361;ETHYL 3-HEXENOATE [FHFI];VTSFIPHRNAESED-AATRIKPKSA-N;ethyl 3-hexenoate, No Antioxidant;CAA39683;ETHYL 3-HEXENOATE, (3E)-;MFCD00036524;AKOS015915048;CS-W016425;Ethyl trans-3-hexenoate, >=98%, FG;TRANS-3-HEXENOIC ACID ETHYL ESTER;E75822;A817010;A934087;J-015296;Q27290699

Chemical Property of Ethyl 3-hexenoate

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 1.55mmHg at 25°C
• Melting Point: -56ºC
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 63-64 ºC (12 mmHg)
• Flash Point: 139 ºF
• PSA: 26.30000
• Density: 0.896
• LogP: 1.90580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• 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

Ethyl trans-3-hexenoate ≥98%, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-hexenoate

There total 9 articles about Ethyl 3-hexenoate 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: 81.0%

ethanol (64-17-5) + hex-3-enoic acid (4219-24-3) → ethyl hex-3-enoate (2396-83-0)

Guidance literature:

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

DOI:10.1055/s-2007-990812

Reference yield: 70.0%

ethyl (E)-hex-2-enoate (27829-72-7) → ethyl hex-3-enoate (2396-83-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -70 ℃; for 0.5h;

DOI:10.1246/cl.2003.778

Reference yield:

acetaldehyde (75-07-0,9002-91-9) → diethyl acetal (105-57-7,30846-29-8) + homoalylic alcohol (627-27-0) + Ethyl hexanoate (123-66-0) + (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + 2,4-hexadienal (80466-34-8,4488-48-6) + 2,4,6-octatrienal (17609-31-3) + ethyl hex-3-enoate (2396-83-0) + butyraldehyde (123-72-8) + ethyl acetate (141-78-6) + crotonaldehyde (123-73-9,4170-30-3) + butan-1-ol (71-36-3)

Guidance literature:

In ethanol; at 180 ℃; under 15001.5 Torr; Reagent/catalyst; Catalytic behavior; Autoclave; Inert atmosphere;

DOI:10.1002/anie.202002049

upstream raw materials:

quinoline

Ethyl 2-bromohexanoate

ethanol

hex-3-enoic acid

Downstream raw materials:

2-hexen-1-ol

Ethyl hexanoate

N-phenylhex-3-enamide

ethyl 3-anilinohexanoate

Refernces

• 1、 Bartoli, Giuseppe,Bosco, Marcella,Carlone, Armando,Dalpozzo, Renato,Marcantoni, Enrico,Melchiorre, Paolo,Sambri, Letizia. "Reaction of dicarbonates with carboxylic acids catalyzed by weak Lewis acids: General method for the synthesis of anhydrides and esters". . p. 3489 - 3496. Retrieved 2008/09/19.