Methyl 5-hexenoate

Base Information

• Chemical Name: Methyl 5-hexenoate
• CAS No.: 2396-80-7
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• European Community (EC) Number: 607-297-1
• DSSTox Substance ID: DTXSID30946806
• Nikkaji Number: J121.689I
• Wikidata: Q82924512
• Mol file: 2396-80-7.mol

Synonyms:Methyl 5-hexenoate;2396-80-7;methyl hex-5-enoate;5-Hexenoic Acid Methyl Ester;5-Hexenoic acid, methyl ester;Methyl-5-hexenoate;Methyl5-hexenoate;Hex-5-enoic acid methyl ester;SCHEMBL514869;Methyl ester of 5-hexenoic acid;DTXSID30946806;CAA39680;MFCD00671538;AKOS025294972;Methyl 5-hexenoate, >=95.0% (GC);CS-0015919;FT-0722870;H0872;H11902;A878079;J-015295

Chemical Property of Methyl 5-hexenoate

Chemical Property:

• Vapor Pressure: 4.62mmHg at 25°C
• Refractive Index: n20/D 1.421
• Boiling Point: 157 °C
• Flash Point: 46°C
• PSA: 26.30000
• Density: 0,91 g/cm3
• LogP: 1.51570
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98% ^*data from raw suppliers

Methyl 5-hexenoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-10-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCC=C

Technology Process of Methyl 5-hexenoate

There total 6 articles about Methyl 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: 10.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 1,3-dibromo-propane (109-64-8) → methyl 5-hexenoate (2396-80-7) + methyl cyclopentane carboxylate (4630-80-2)

Guidance literature:

In various solvent(s); Ambient temperature; electrolysis (Bu₄NBF₄/Bu₄NI, Al anode, steel cathode);

DOI:10.1021/jo00295a048

Reference yield:

ethene (74-85-1) + 5-eicosenoic acid methyl ester (20839-34-3) → methyl 5-hexenoate (2396-80-7) + 1-Hexadecene (629-73-2)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 50 ℃; for 2h; under 7500.6 Torr;

DOI:10.1016/S0045-6535(00)00322-2

Reference yield:

methanol (67-56-1) → caprolactam (105-60-2,9012-16-2) + 1-methyl-2-azepanone (2556-73-2) + Methyl 5-methoxyhexanoate (41796-80-9) + methyl 5-hexenoate (2396-80-7) + methyl 6-hydroxycaproate (4547-43-7) + methyl 6-(N,N-dimethylamino)capronate (72887-87-7)

Guidance literature:

at 350 ℃; under 202520 Torr; Inert atmosphere;

DOI:10.1039/c1gc15172j

upstream raw materials:

7-methoxy-7-oxoheptanoic acid

acrylic acid methyl ester

1,3-dibromo-propane

ethene

Downstream raw materials:

methyl 7-oxoheptanoate

5-Hexen-1-ol

trans-2-methylcyclopentanol

hex-5-en-1-al

Refernces

• 1、 Kamimura, Akio,Kaiso, Kouji,Suzuki, Shuzo,Oishi, Yusuke,Ohara, Yuki,Sugimoto, Tsunemi,Kashiwagi, Kohichi,Yoshimoto, Makoto. "Direct conversion of polyamides to ω-hydroxyalkanoic acid derivatives by using supercritical MeOH". experimental part. p. 2055 - 2061. Retrieved 2011/10/09.
• 2、 Lu, Yu-Wei,Nedelec, Jean-Yves,Folest, Jean-Claude,Perichon, Jacques. "Electrochemical Coupling of Activated Olefins and Alkyl Dihalides: Formation of Cyclic Compounds". . p. 2503 - 2507. Retrieved 2007/10/02.