Ethyl 6-methylhept-6-enoate

Base Information

• Chemical Name: Ethyl 6-methylhept-6-enoate
• CAS No.: 166533-72-8
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID00573744
• Nikkaji Number: J1.524.611A
• Wikidata: Q82462559
• Mol file: 166533-72-8.mol

Synonyms:Ethyl 6-methylhept-6-enoate;166533-72-8;Ethyl 6-methyl-6-heptenoate;MFCD00671856;Ethyl6-methyl-6-heptenoate;SCHEMBL9083407;DTXSID00573744;AKOS016016658;6-Heptenoic acid, 6-methyl-, ethyl ester

Chemical Property of Ethyl 6-methylhept-6-enoate

Chemical Property:

• Vapor Pressure: 0.195mmHg at 25°C
• Boiling Point: 210.2oC at 760 mmHg
• Flash Point: 74oC
• PSA: 26.30000
• Density: 0.886g/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: 150

Purity/Quality:

97% ^*data from raw suppliers

Ethyl6-methyl-6-heptenoate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F

MSDS Files:

Useful:

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

Technology Process of Ethyl 6-methylhept-6-enoate

There total 10 articles about Ethyl 6-methylhept-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: 98.0%

4-methyl-pent-4-enyl methanesulfonate (79320-73-3) + diethyl malonate (105-53-3) → ethyl 6-methyl-6-heptenoate (166533-72-8)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

4-methyl-pent-4-enyl methanesulfonate; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

With sodium chloride; In water; dimethyl sulfoxide; at 180 - 200 ℃; for 19h;

DOI:10.1021/acs.joc.5b00206

Reference yield: 91.0%

ethyl 5-bromovalerate (14660-52-7) + isopropenylmagnesium bromide (13291-18-4) → ethyl 6-methyl-6-heptenoate (166533-72-8)

Guidance literature:

ethyl 5-bromovalerate; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃; for 0.5h;

isopropenylmagnesium bromide; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/anie.201106592

Reference yield: 67.0%

2-(4-Methylpent-4-enyl)malonic acid ethyl ester (25118-22-3) → ethyl 6-methyl-6-heptenoate (166533-72-8)

Guidance literature:

With lithium chloride; In dimethyl sulfoxide; at 175 - 178 ℃; for 6h;

DOI:10.1055/s-2001-9751

upstream raw materials:

2,4,4-trimethyl oxazoline

ethanol

5-iodo-2-methylpent-1-en

Ethyl 4-bromobutyrate

Downstream raw materials:

(S)-3-(6-methylhept-6-enoyl)-4-phenyloxazolidin-2-one

(2'S,4S)-3-(2,6-dimethylhept-6-enoyl)-4-phenyloxazolidin-2-one

(R)-1-Furan-2-yl-6-methyl-2-trityloxymethyl-hept-6-en-1-ol

(S)-1-Furan-2-yl-3-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-(4-methyl-pent-4-enyl)-propane-1,3-dione