Ethyl 2-methyl-3-oxohept-6-enoate

Base Information

• Chemical Name: Ethyl 2-methyl-3-oxohept-6-enoate
• CAS No.: 87027-59-6
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• European Community (EC) Number: 828-707-7
• DSSTox Substance ID: DTXSID00449596
• Nikkaji Number: J426.928D
• Mol file: 87027-59-6.mol

Synonyms:Ethyl 2-methyl-3-oxohept-6-enoate;87027-59-6;6-Heptenoic acid, 2-methyl-3-oxo-, ethyl ester;starbld0030160;SCHEMBL1879647;DTXSID00449596;FOHQSBOCWOGKPU-UHFFFAOYSA-N;2-Methyl-3-oxo-6-heptenoic acid ethyl ester;EN300-6491538

Chemical Property of Ethyl 2-methyl-3-oxohept-6-enoate

Chemical Property:

• PSA: 43.37000
• LogP: 1.72090
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

6-Heptenoicacid,2-methyl-3-oxo-,ethylester 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C(=O)CCC=C

Technology Process of Ethyl 2-methyl-3-oxohept-6-enoate

There total 3 articles about Ethyl 2-methyl-3-oxohept-6-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: 91.0%

2-acetylpropanoic acid ethyl ester (609-14-3) → ethyl 2-methyl-3-oxo-hept-6-enoate (87027-59-6)

Guidance literature:

2-acetylpropanoic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

With n-butyllithium; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.666667h;

allyl halide; Further stages;

DOI:10.1016/j.tet.2010.06.084

Reference yield: 68.0%

2-acetylpropanoic acid ethyl ester (609-14-3) + allyl bromide (106-95-6) → ethyl 2-methyl-3-oxo-hept-6-enoate (87027-59-6)

Guidance literature:

In tetrahydrofuran; 0 deg C -> room temperature;

DOI:10.1021/ja00377a058

Reference yield:

ethyl 3-oxohept-6-enoate (17605-06-0) + methyl iodide (74-88-4) → ethyl 2-methyl-3-oxo-hept-6-enoate (87027-59-6)

Guidance literature:

With sodium ethanolate;

DOI:10.1246/cl.1999.1095

upstream raw materials:

2-acetylpropanoic acid ethyl ester

allyl bromide

ethyl 3-oxohept-6-enoate

methyl iodide

Downstream raw materials:

Tetrahydro-6a-methyl-1H-cyclopentafuran-1,6(3H)-dione

1-Methyl-6-oxo-cyclohex-3-enecarboxylic acid ethyl ester

Ethyl 1-Methyl-6-oxo-2-cyclohexenecarboxylate

Ethyl 1-Methyl-2-methylene-5-oxocyclopentanecarboxylate