Diethyl 3-methyl-3-propylpentanedioate

Base Information

• Chemical Name: Diethyl 3-methyl-3-propylpentanedioate
• CAS No.: 80721-15-9
• Molecular Formula: C₁₃H₂₄O₄
• Molecular Weight: 244.331
• NSC Number: 38756
• DSSTox Substance ID: DTXSID70284734
• Wikidata: Q82019826
• Mol file: 80721-15-9.mol

Synonyms:80721-15-9;diethyl 3-methyl-3-propylpentanedioate;NSC38756;DTXSID70284734;NSC-38756

Chemical Property of Diethyl 3-methyl-3-propylpentanedioate

Chemical Property:

• Vapor Pressure: 0.0106mmHg at 25°C
• Boiling Point: 262.9°C at 760 mmHg
• Flash Point: 113.7°C
• Density: 0.976g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 244.16745924
• Heavy Atom Count: 17
• Complexity: 228

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)(CC(=O)OCC)CC(=O)OCC

Technology Process of Diethyl 3-methyl-3-propylpentanedioate

There total 4 articles about Diethyl 3-methyl-3-propylpentanedioate 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%

ethanol (64-17-5) + 3-methyl-3-propyl-glutaric acid (80721-12-6) → 3-methyl-3-propyl-pentanedioic acid diethyl ester (80721-15-9)

Guidance literature:

With sulfuric acid; In toluene; for 24h; Heating;

DOI:10.1021/jo00347a013

Reference yield:

2-cyano-3-methyl-hex-2-enoic acid ethyl ester (759-54-6) → 3-methyl-3-propyl-pentanedioic acid diethyl ester (80721-15-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Na, C₂H₅OH / 1.) reflux, 15 min, 2.) overnight

2: 77 percent / H₂SO₄, H₂O

3: 91 percent / H₂SO₄ / toluene / 24 h / Heating

With ethanol; sulfuric acid; water; sodium; In toluene;

DOI:10.1021/jo00347a013

Reference yield:

4-methyl-2,6-dioxo-4-propylpiperidine-3,5-dicarbonitrile (64635-91-2) → 3-methyl-3-propyl-pentanedioic acid diethyl ester (80721-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / H₂SO₄, H₂O

2: 91 percent / H₂SO₄ / toluene / 24 h / Heating

With sulfuric acid; water; In toluene;

DOI:10.1021/jo00347a013

upstream raw materials:

ethanol

3-methyl-3-propyl-glutaric acid

2-cyano-3-methyl-hex-2-enoic acid ethyl ester

4-methyl-2,6-dioxo-4-propylpiperidine-3,5-dicarbonitrile

Downstream raw materials:

Decanoic acid 2-(2,4-dimethyl-phenyl)-5-methyl-3-oxo-5-propyl-cyclohex-1-enyl ester

2-Ethyl-hexanoic acid 2-(2,4-dimethyl-phenyl)-5-methyl-3-oxo-5-propyl-cyclohex-1-enyl ester

Hexanoic acid 2-(2,4-dimethyl-phenyl)-5-methyl-3-oxo-5-propyl-cyclohex-1-enyl ester

2-(2,4-Dimethyl-phenyl)-5-methyl-5-propyl-cyclohexane-1,3-dione