Methyl 3-octenoate

Base Information

• Chemical Name: Methyl 3-octenoate
• CAS No.: 35234-16-3
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Hs Code.: 2916190090
• European Community (EC) Number: 252-450-4
• DSSTox Substance ID: DTXSID301313441
• Nikkaji Number: J146.078A
• Wikidata: Q76305285
• Mol file: 35234-16-3.mol

Synonyms:Methyl 3-octenoate;35234-16-3;methyl (E)-oct-3-enoate;Methyl (E)oct-3-enoate;Methyl (E)-3-octenoate;(E)-Methyl oct-3-enoate;Methyl (3E)-3-octenoate;3-Octenoic acid, methyl ester, (E)-;trans-3-Octenoic acid methyl ester;EINECS 252-450-4;trans-3-Octenoic Acid, methyl ester;Methyl trans-3-octenoate;3-Octenoic acid, methyl ester;SCHEMBL3811911;CHEBI:171757;HAGXFSMJELVHFJ-VOTSOKGWSA-N;DTXSID301313441;(E)-3-Octenoic acid methyl ester;METHYL (3E)-OCT-3-ENOATE;(E)-oct-3-enoic acid methyl ester;AKOS006272535;3-Octenoic acid, methyl ester, (3E)-;EN300-23017038

Chemical Property of Methyl 3-octenoate

Chemical Property:

• Vapor Pressure: 0.512mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 191.523 °C at 760 mmHg
• Flash Point: 70.386 °C
• PSA: 26.30000
• Density: 0.897 g/cm³
• LogP: 2.29590
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

98% ^*data from raw suppliers

METHYL-(3E)-OCT-3-ENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-octenoate

There total 19 articles about Methyl 3-octenoate 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)-oct-3-enoic acid (5163-67-7) → (E)-methyl oct-3-enoate (35234-16-3)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Ambient temperature;

DOI:10.1007/BF00630368

Reference yield: 86.0%

((1R,2S)-1-Methoxy-2-pentyl-cyclopropoxy)-trimethyl-silane → methyl (E)-oct-2-enoate (7367-81-9) + (E)-methyl oct-3-enoate (35234-16-3) + 2,3-dichloro-5,6-dicyanohydroquinone (4640-41-9) + methyl (Z)-oct-3-enoate (69668-85-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 60 ℃; for 20h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)73235-7

Reference yield: 69.0%

(E)-oct-3-enoic acid (5163-67-7) + methyl iodide (74-88-4) → (E)-methyl oct-3-enoate (35234-16-3)

Guidance literature:

With caesium carbonate; for 3h; Reflux;

DOI:10.1021/acs.orglett.9b04619

upstream raw materials:

diazomethane

(E)-oct-3-enoic acid

1-dimethylamino-nona-2,4-dienonitrile

methanol

Downstream raw materials:

(E)-oct-3-en-1-ol

5R-butyl-2(5H)-furanone

(7Z,11E)-hexadeca-7,11-dien-1-ol

(E)-1-oct-3-enyl bromide

Refernces

• 1、 Drikermann, Denis,G?rls, Helmar,Kerndl, Valerie,Vilotijevic, Ivan. "Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles". supporting information. p. 1158 - 1162. Retrieved 2020/07/20.
• 2、 Abe, Manabu,Oku, Akira. "Formation of Unsaturated Esters in the Single Electron Transfer Reaction of Cyclopropanone Acetals with Quinones under Non-irradiated Conditions". . p. 3551 - 3554. Retrieved 2007/10/02.