Methyl oct-2-enoate

Base Information

• Chemical Name: Methyl oct-2-enoate
• CAS No.: 68854-59-1
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• European Community (EC) Number: 219-259-8,230-912-6
• NSC Number: 617617
• UNII: 9EN9V40J78
• DSSTox Substance ID: DTXSID00223919
• Nikkaji Number: J126.498B,J45.116I
• Wikidata: Q27272448
• RXCUI: 2585678
• Metabolomics Workbench ID: 45503
• ChEMBL ID: CHEMBL4076957
• Mol file: 68854-59-1.mol

Synonyms:Methyl trans-2-octenoate;Methyl oct-2-enoate;7367-81-9;Methyl (E)-oct-2-enoate;METHYL 2-OCTENOATE;2396-85-2;2-Octenoic acid, methyl ester;2-Octenoic acid, methyl ester, (2E)-;Methyl (E)-2-octenoate;trans-2-Octenoic Acid Methyl Ester;Methyl 2-octenoate, (E)-;2-Octenoic acid methyl ester;(E)-2-Methyl oct-2-enoate;2-Octenoic acid, methyl ester, (E)-;FEMA No. 3712;(E)-methyl oct-2-enoate;UNII-9EN9V40J78;methyl 2-octenoate (High Trans);9EN9V40J78;EINECS 219-259-8;EINECS 230-912-6;2-Octenoic acid, methyl ester, (Z)-;Methyl trans-2-octenoate, 90+%, remainder mainly cis-isomer;Methyloctenoat;(E)-methyl 2-octenoate;trans-Methyl-2-octenoate;METHYLTRANS-2-OCTENOATE;SCHEMBL1404267;CHEMBL4076957;DTXSID00223919;CHEBI:171779;CJBQSBZJDJHMLF-BQYQJAHWSA-N;(E)-2-Octenoic acid methyl ester;METHYL 2-OCTENOATE, TRANS-;LMFA07010944;MFCD00036620;NSC617617;METHYL 2-OCTENOATE, (2E)-;AKOS015836245;2-Octenoic acid, methylester, (2E)-;HY-W039379;NSC-617617;METHYL TRANS-2-OCTENOATE [FHFI];Methyl trans-2-octenoate, >=96%, FG;BS-49141;CS-0097187;M2014;Q27272448

Chemical Property of Methyl oct-2-enoate

Chemical Property:

• Vapor Pressure: 0.437mmHg at 25°C
• Boiling Point: 194.6°Cat760mmHg
• Flash Point: 82.8°C
• PSA: 26.30000
• Density: 0.896g/cm³
• LogP: 2.29590
• XLogP3: 3
• 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:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl oct-2-enoate

There total 18 articles about Methyl oct-2-enoate 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: 82.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + hexan-1-ol (111-27-3) → methyl (E)-oct-2-enoate (7367-81-9) + 2-cis octenoic acid methyl ester (68854-59-1)

Guidance literature:

hexan-1-ol; With Celite; pyridinium chlorochromate; In dichloromethane; at 20 ℃;

methyl (triphenylphosphoranylidene)acetate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2004-817762

Reference yield: 80.0%

hexanal (66-25-1) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl (E)-oct-2-enoate (7367-81-9) + 2-cis octenoic acid methyl ester (68854-59-1)

Guidance literature:

for 3h; Heating;

DOI:10.1055/s-2004-817762

Reference yield: 64.0%

methyl 2-diazooctanoate → methyl (E)-oct-2-enoate (7367-81-9) + 2-cis octenoic acid methyl ester (68854-59-1) + C9H16O2

Guidance literature:

With Li[Al(perfluoro-tertbutoxide)4]; [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; In dichloromethane; at 25 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201905986

upstream raw materials:

dichloromethane

Z-dimethyltertiobutylsilyloxy-1 methoxy-1 heptene-1

methyl hexanoate

trimethyl phosphonoacetate

Refernces

• 1、 Hernán-Gómez, Alberto,Rodríguez, Mònica,Parella, Teodor,Costas, Miquel. "Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C?H Bonds via Metallocarbene Intermediates". . p. 13904 - 13911. Retrieved 2019/08/30.
• 2、 El-Batta, Amer,Jiang, Changchun,Zhao, Wen,Anness, Robert,Cooksy, Andrew L.,Bergdahl, Mikael. "Wittig reactions in water media employing stabilized ylides with aldehydes. Synthesis of α,β-unsaturated esters from mixing aldehydes, α-bromoesters, and Ph3P in aqueous NaHCO3". . p. 5244 - 5259. Retrieved 2008/02/07.