Ethyl cis-2-heptenoate

Base Information

• Chemical Name: Ethyl cis-2-heptenoate
• CAS No.: 35066-42-3
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• NSC Number: 244953
• UNII: 5NT963WJ3L
• Nikkaji Number: J2.152.744K
• Mol file: 35066-42-3.mol

Synonyms:Ethyl cis-2-heptenoate;Ethyl (Z)-2-heptenoate;NSC-244953;5NT963WJ3L;2-Heptenoic acid, ethyl ester, (Z)-;UNII-5NT963WJ3L;2-Heptenoic acid, ethyl ester, (2Z)-;35066-42-3;NSC244953;(Z)-2-Heptenoic acid ethyl ester

Chemical Property of Ethyl cis-2-heptenoate

Chemical Property:

• Vapor Pressure: 0.437mmHg at 25°C
• Boiling Point: 194.6°Cat760mmHg
• Flash Point: 77.9°C
• Density: 0.896g/cm³
• XLogP3: 2.8
• 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% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl cis-2-heptenoate

There total 10 articles about Ethyl cis-2-heptenoate 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: 86.0%

ethyl hept-2-ynoate (16930-95-3) → ethyl (Z)-hept-2-enoate (35066-42-3)

Guidance literature:

With quinoline; 1-hexene; Lindlar's catalyst; hydrogen; optical yield given as %de;

DOI:10.1002/anie.201002916

Reference yield: 70.0%

n-butyllithium (109-72-8,29786-93-4) + ethyl (2Z)-3-(butyltellanyl)acrylate (185841-09-2) → ethyl (Z)-hept-2-enoate (35066-42-3)

Guidance literature:

n-butyllithium; With CuCN; In tetrahydrofuran; at -78 ℃; for 0.333333h;

ethyl (2Z)-3-(butyltellanyl)acrylate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tet.2005.01.025

Reference yield:

pentanal (110-62-3) + hydrogen ethyl malonate (1071-46-1) → ethyl (E)-2-heptenoate (54340-72-6) + ethyl (Z)-hept-2-enoate (35066-42-3)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 10 ℃; Title compound not separated from byproducts;

DOI:10.1002/adsc.200505196

upstream raw materials:

ethyl hept-2-ynoate

n-butyllithium

(carbethoxymethyl)triphenylphosphonium bromide

N,N-dimethyl-formamide

Downstream raw materials:

(R)-3-(dimethyl(phenyl)silyl)heptanoic acid ethyl ester

(E)-ethyl hept-3-enoate

1-bromohexene

(Z)-hept-2-enoic acid