Ethyl (E)-oct-3-enoate

Base Information

• Chemical Name: Ethyl (E)-oct-3-enoate
• CAS No.: 26553-47-9
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• European Community (EC) Number: 247-799-4
• UNII: T9W2AVW6NU
• DSSTox Substance ID: DTXSID101314736
• Nikkaji Number: J248.969D,J102.310A
• Wikidata: Q27289852
• Metabolomics Workbench ID: 4167
• Mol file: 26553-47-9.mol

Synonyms:Ethyl (E)-oct-3-enoate;26553-47-9;ethyl (E)-3-octenoate;3-Octenoic acid, ethyl ester, (3E)-;ethyl 3E-octenoate;Ethyl trans-3-octenoate;Ethyl 3-octenoate, (3E)-;UNII-T9W2AVW6NU;ETHYL-3-OCTENOATE;T9W2AVW6NU;Ethyl (3E)-3-octenoate;3-Octenoic acid, ethyl ester, (E)-;EINECS 247-799-4;WE(2:0/8:1(3E));Ethyl 3-octenoate #;(3E)-ethyl 3-octenoate;SCHEMBL1771472;(E)-3-Octenoic acid ethyl ester;BCMYNNIPTQUKAC-BQYQJAHWSA-N;CHEBI:180222;DTXSID101314736;(E)-oct-3-enoic acid ethyl ester;ETHYL 3-OCTENOATE, TRANS-;3-OCTENOIC ACID ETHYL ESTER;FEMA NO. 4361, E-;LMFA07010522;AKOS006272536;TRANS-3-OCTENOIC ACID ETHYL ESTER;Q27289852

Chemical Property of Ethyl (E)-oct-3-enoate

Chemical Property:

• Vapor Pressure: 0.171mmHg at 25°C
• Boiling Point: 212.7°Cat760mmHg
• Flash Point: 75.8°C
• PSA: 26.30000
• Density: 0.892g/cm³
• LogP: 2.68600
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl (E)-oct-3-enoate

There total 8 articles about Ethyl (E)-oct-3-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: 74.0%

carbon monoxide (201230-82-2) + Ethyl 1-n-butyl-2-propenyl Carbonate (86537-62-4) → Ethyl (E)-3-octenoate (26553-47-9)

Guidance literature:

With palladium diacetate; triphenylphosphine; at 50 ℃; for 5h; under 3800 Torr;

DOI:10.1016/S0040-4039(00)85793-7

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + hex-1-yne (693-02-7) → Ethyl (E)-3-octenoate (26553-47-9)

Guidance literature:

Multistep reaction; (i) 9-bora-bicyclo<3.3.1>nonane, (ii) /BRN= 107654/, (iii) H2O2, OH^-;

DOI:10.1016/S0040-4039(01)88419-7

Reference yield:

ethanol (64-17-5) + (E)-oct-3-enoic acid (5163-67-7) → Ethyl (E)-3-octenoate (26553-47-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; at 25 ℃;

DOI:10.1002/hlca.19710540715

upstream raw materials:

diazoacetic acid ethyl ester

hex-1-yne

ethanol

(E)-oct-3-enoic acid

Refernces

• 1、 Dias,Brookhart,White. "Synthesis and properties of a stable, cationic, rhodium Lewis-acid catalyst for hydrosilation, Mukaiyama aldol and cyclopropanation reactions". . p. 423 - 424. Retrieved 2007/10/03.
• 2、 Deng, Min-Zhi,Li, Nan-Sheng,Huang, Yao-Zeng. "(E)-β,γ-Unsaturated Esters from 9-Alkenyl-9-BBN and Ethyl (Dimethylsulfuranylidene)acetate". . p. 4017 - 4019. Retrieved 2007/10/02.