Ethyl 3-hexenoate

Base Information

• Chemical Name: Ethyl 3-hexenoate
• CAS No.: 26553-46-8
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• 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: 26553-46-8.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:

• Vapor Pressure: 1.55mmHg at 25°C
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 169.3°Cat760mmHg
• Flash Point: 59.4°C
• PSA: 26.30000
• Density: 0.901g/cm³
• LogP: 1.90580
• 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 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 8 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:

(E)-3-hexenoic acid (1577-18-0) + ethanol (64-17-5) → ethyl (E)-3-hexenoate (26553-46-8)

Guidance literature:

With naphthalene-2-sulfonate;

Reference yield:

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) + triethyl borane (97-94-9) → ethyl (E)-3-hexenoate (26553-46-8)

Guidance literature:

With tetrahydrofuran; 2,6-di-tert-butylphenol;

DOI:10.1021/ja00709a059

Reference yield:

3-acetoxy-hexanoic acid ethyl ester (21188-61-4) → ethyl (E)-3-hexenoate (26553-46-8)

Guidance literature:

(pyrolysis);

upstream raw materials:

(E)-3-hexenoic acid

ethanol

4-bromo-trans-crotonic acid ethyl ester

triethyl borane

Downstream raw materials:

(5S)-5-ethylfuran-2(5H)-one

3-hexenyl chloride

(E)-2-(Dimethyl-phenyl-silanyl)-hex-3-enoic acid ethyl ester

(2R,6S)-2-[2-Benzenesulfonyl-1-benzoyloxy-2-((1S,3S,3aS,4R,4aS,8aR,9aS)-3-ethyl-1-methoxy-dodecahydro-naphtho[2,3-c]furan-4-yl)-ethyl]-6-methyl-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Krebs, Ernst-Peter. "A Note on Stereochemical Observation of the Deprotonation of Ethyl-2-Alkenoates". . p. 1023 - 1025. Retrieved 1981.
• 2、 Izquierdo, Javier,Rodriguez, Santiago,Gonzalez, Florenci V.. "Regioselective ring opening and isomerization reactions of 3,4-epoxyesters catalyzed by boron trifluoride". supporting information; experimental part. p. 3856 - 3859. Retrieved 2011/09/19.
• 3、 Baker, Benjamin A.,Boskovic, Zarko V.,Lipshutz, Bruce H.. "(BDP)CuH: A "hot" Stryker's reagent for use in achiral conjugate reductions". . p. 289 - 292. Retrieved 2008/09/19.