2-Octenoic acid, ethyl ester

Base Information

• Chemical Name: 2-Octenoic acid, ethyl ester
• CAS No.: 7367-82-0
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• European Community (EC) Number: 219-087-3,230-913-1
• UNII: 44BPD919TX
• DSSTox Substance ID: DTXSID701020036
• Nikkaji Number: J212.364I,J213.208G
• Wikidata: Q27258735
• Mol file: 7367-82-0.mol

Synonyms:ethyl trans-2-octenoate;7367-82-0;Ethyl (E)-oct-2-enoate;Ethyl 2-octenoate;2351-90-8;Ethyl (E)-2-octenoate;2-Octenoic acid, ethyl ester;Ethyl oct-2-enoate;Ethyl 2-octenoate, trans-;FEMA No. 3643;2-Octenoic acid, ethyl ester, (E)-;Ethyl 2-octenoate, (2E)-;2-Octenoic acid, ethyl ester, (2E)-;EINECS 230-913-1;(E)-ethyl oct-2-enoate;Octenoic acid, ethyl ester;Ethyl 2-octenoate, (E)-;UNII-44BPD919TX;44BPD919TX;EINECS 219-087-3;AI3-36708;2-octenoic acid ethyl ester;trans-2-Octenoic acid ethyl ester;(E)-Oct-2-enoic acid ethyl ester;2-octenioc acid;(E)-ethyloct-2-enoate;(2E)-ethyl 2-octenoate;2-Octenoic acid,ethylester;ethyl oct - 2 - enoate;Ethyl (2E)-2-octenoate #;SCHEMBL872985;CHEBI:87325;AISZSTYLOVXFII-CMDGGOBGSA-N;DTXSID701020036;2-Octenoic acid, (E)-, ethylester;MFCD00015287;AKOS015836246;HY-W046907;LS-2745;ETHYL TRANS-2-OCTENOATE [FHFI];Ethyl-trans-2-octenoate, >=98%, FG;AS-58028;CS-0098428;O0286;D75938;Q27258735

Chemical Property of 2-Octenoic acid, ethyl ester

Chemical Property:

• Refractive Index: n20/D 1.4410(lit.)
• Boiling Point: 215.6°Cat760mmHg
• Flash Point: 92.5°C
• PSA: 26.30000
• Density: 0.892g/cm³
• LogP: 2.68600
• XLogP3: 3.4
• 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:

98%,99%, ^*data from raw suppliers

Ethyl trans-2-Octenoate >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Octenoic acid, ethyl ester

There total 23 articles about 2-Octenoic acid, ethyl 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: 97.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + hexanal (66-25-1) → ethyl (2E)-oct-2-enoate (2351-90-8,7367-82-0,42778-93-8)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

hexanal; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201800561

Reference yield: 95.0%

hexanal (66-25-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (2E)-oct-2-enoate (2351-90-8,7367-82-0,42778-93-8)

Guidance literature:

In benzene; at 20 ℃;

DOI:10.1016/j.bmcl.2009.08.056

Reference yield: 89.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + methyl hexanoate (106-70-7) → ethyl (2E)-oct-2-enoate (2351-90-8,7367-82-0,42778-93-8)

Guidance literature:

With n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexanes; toluene; at -78 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol300722e

upstream raw materials:

hydrogen ethyl malonate

hexanal

diethoxyphosphoryl-acetic acid ethyl ester

methyl hexanoate

Downstream raw materials:

(E)-oct-2-en-1-ol

(E)-1-((R)-Toluene-4-sulfinyl)-non-3-en-2-one

(1R,6S)-6-Pentyl-2,4-bis-trimethylsilanyloxy-cyclohex-3-enecarboxylic acid ethyl ester

3-(Dimethyl-phenyl-silanyl)-octanoic acid ethyl ester

Refernces

• 1、 Hong, Chang Whee,Lee, Yong Jin,An, Duk Keun. "A One-Pot Synthesis of α,β-Unsaturated Esters From Esters". . p. 1121 - 1125. Retrieved 2021/06/01.
• 2、 Yamamoto, Yuki,Kawaguchi, Shin-Ichi,Nishimura, Misaki,Sato, Yuki,Shimada, Yoshihisa,Tabuchi, Akihiro,Nomoto, Akihiro,Ogawa, Akiya. "Phosphorus-recycling wittig reaction: Design and facile synthesis of a fluorous phosphine and its reusable process in the wittig reaction". . p. 14684 - 14696. Retrieved 2020/11/30.