3-Hexenoic acid, methyl ester

Base Information

• Chemical Name: 3-Hexenoic acid, methyl ester
• CAS No.: 13894-61-6
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• European Community (EC) Number: 237-662-7,219-256-1
• UNII: 7IP0T834PB
• DSSTox Substance ID: DTXSID20884723
• Nikkaji Number: J126.493A,J24.713H
• Mol file: 13894-61-6.mol

Synonyms:Methyl hex-3-enoate;Methyl (E)-hex-3-enoate;2396-78-3;13894-61-6;3-Hexenoic acid, methyl ester;Methyl trans-3-hexenoate;METHYL 3-HEXENOATE;3-Hexenoic acid, methyl ester, (E)-;Honeyflor;3-Hexenoic acid, methyl ester, (3E)-;Methyl (E)-3-hexenoate;Methyl hydrosorbate;Methyl 3-hexenoate, (3E)-;UNII-5B8F9YC2ZN;UNII-7IP0T834PB;FEMA No. 3364;7IP0T834PB;EINECS 219-256-1;EINECS 237-662-7;Methyl (3E)-3-hexenoate;3-Hexenoic acid methyl ester;Methyl(E)-hex-3-enoate;(3E)-methyl 3-hexenoate;(E)-methyl hex-3-enoate;5B8F9YC2ZN;SCHEMBL872827;SCHEMBL872828;DTXSID20884723;XEAIHUDTEINXFG-UHFFFAOYSA-N;(E)-3-Hexenoic acid methyl ester;METHYL (3E)-HEX-3-ENOATE;(E)-hex-3-enoic acid methyl ester;FEMA NO. 3364, E-;MFCD00672771;AKOS015951109;Methyl trans-3-hexenoate, >=97%, FG;D93382;A878081;Q27268358

Chemical Property of 3-Hexenoic acid, methyl ester

Chemical Property:

• Vapor Pressure: 4.78mmHg at 25°C
• Boiling Point: 145.8°Cat760mmHg
• Flash Point: 55.7°C
• PSA: 26.30000
• Density: 0.907g/cm³
• LogP: 1.51570
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Hexenoic acid, methyl ester

There total 11 articles about 3-Hexenoic acid, methyl 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: 89.0%

methanol (67-56-1) + (E)-3-hexenoic acid (1577-18-0) → methyl (E)-hex-3-enoate (13894-61-6)

Guidance literature:

With sulfuric acid;

DOI:10.1016/S0040-4020(01)96169-1

Reference yield: 86.0%

methyl hex-3-ynoate (87498-17-7) → methyl (E)-hex-3-enoate (13894-61-6) + methyl hexanoate (106-70-7) + methyl (Z)-hex-3-enoate (13894-62-7)

Guidance literature:

With polyethylene glycol; sodium tetrahydroborate; palladium dichloride; In dichloromethane; at 10 ℃; for 1h; under 735.5 Torr; Product distribution; further solvent: EtOH; further catalyst: Pd/C;

DOI:10.1039/c39830000515

Reference yield: 80.0%

(2E,4E)-methylhexa-2,4-dienoate (689-89-4) → methyl (E)-hex-3-enoate (13894-61-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; methylcopper; diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -50 ℃; for 1.5h; Product distribution; other unsaturated conjugated carbonyl compounds; other reaction partners; var. time and temps.; comparisons with the reactions without cuprous compds.;

DOI:10.1021/jo00354a027

upstream raw materials:

diazomethane

(E)-3-hexenoic acid

methanol

(2E,4E)-methylhexa-2,4-dienoate

Downstream raw materials:

methyl 4-phenylhexanoate

methyl 5-phenylhexanoate

3-hexen-1-ol

hexan-1-ol

Refernces

• 1、 Bisol, Tula B.,Bortoluzzi, Adailton J.,Sa, Marcus M.. "Nucleophilic ring-opening of epoxide and aziridine acetates for the stereodivergent synthesis of β-Hydroxy and β-Amino γ-Lactams". experimental part. p. 948 - 962. Retrieved 2011/04/12.
• 2、 Black, Kenneth D.,Gunstone, Frank D.. "Friedel-Crafts alkylation of benzene and toluene with olefinic C6 hydrocarbons and esters". . p. 79 - 86. Retrieved 2007/10/03.