Ethyl-5-hexenoate

Base Information

• Chemical Name: Ethyl-5-hexenoate
• CAS No.: 54653-25-7
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• European Community (EC) Number: 611-180-0
• UNII: HK3B97IJ51
• DSSTox Substance ID: DTXSID60203111
• Nikkaji Number: J1.449.361A
• Wikidata: Q27159504
• Metabolomics Workbench ID: 45380
• Mol file: 54653-25-7.mol

Synonyms:Hex-5-enoic acid,ethyl ester;Ethyl 5-hexenoate [FIFH];5-Hexenoic acid,ethyl ester;Ethyl 5-hexenoate;5-(ethoxycarbonyl)-1-pentene;ethyl ester of 5-hexenoic acid;ethyl 8-phenyl-5-octenoate;Hex-5-ensaeure-aethylester;

Chemical Property of Ethyl-5-hexenoate

Chemical Property:

• Vapor Pressure: 1.5mmHg at 25°C
• Refractive Index: 1.423
• Boiling Point: 170°C at 760 mmHg
• Flash Point: 58.5°C
• PSA: 26.30000
• Density: 0.893g/cm³
• LogP: 1.90580
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl5-hexenoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCCC=C

Technology Process of Ethyl-5-hexenoate

There total 18 articles about Ethyl-5-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: 95.0%

ethanol (64-17-5) + 5-hexenoic acid (1577-22-6) → ethyl hex-5-enoate (54653-25-7)

Guidance literature:

With 3 A molecular sieve; sulfuric acid; Heating;

DOI:10.1016/S0957-4166(02)00442-1

Reference yield: 85.0%

diethyl 2-(3-butenyl)malonate (31696-00-1) → ethyl hex-5-enoate (54653-25-7)

Guidance literature:

With lithium chloride; In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)86670-9

Reference yield: 83.0%

allyl diethyl phosphate (3066-75-9) + triethyl orthoacrylate (42216-96-6) → ethyl hex-5-enoate (54653-25-7)

Guidance literature:

With n-butyllithium; zirconocene dichloride; In tetrahydrofuran; hexane; toluene; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(00)01822-0

upstream raw materials:

ethanol

5-hexenoic acid

ethyl bromide

diethyl 2-(3-butenyl)malonate

Downstream raw materials:

C₁₅H₁₉F₂IO₄S

ethyl 5-oxohexanoate

ethyl 3-(3-trifluoromethylphenyl)hexanoate

ethyl 3-(4-chlorophenyl)hexanoate

Refernces

• 1、 Neufeld, Katharina,Henssen, Birgit,Pietruszka, J?rg. "Enantioselective allylic hydroxylation of w-alkenoic acids and esters by P450 BM3 monooxygenase". supporting information. p. 13253 - 13257. Retrieved 2015/02/19.
• 2、 Hyugano, Takeshi,Liu, Suyou,Ouchi, Akihiko. "Facile photochemical transformation of alkyl aryl selenides to the corresponding carbonyl compounds by molecular oxygen: Use of selenides as masked carbonyl groups". supporting information; scheme or table. p. 8861 - 8866. Retrieved 2009/04/05.