Ethyl 2-acetylundecanoate

Base Information

• Chemical Name: Ethyl 2-acetylundecanoate
• CAS No.: 51688-56-3
• Molecular Formula: C₁₅H₂₈O₃
• Molecular Weight: 256.386
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID30443486
• Mol file: 51688-56-3.mol

Synonyms:ethyl 2-nonylacetoacetate;Ethyl 2-acetylundecanoate;51688-56-3;DTXSID30443486

Chemical Property of Ethyl 2-acetylundecanoate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 292 ºC
• PKA: 11.79±0.59(Predicted)
• Flash Point: 119 ºC
• PSA: 43.37000
• Density: 0.925
• LogP: 3.89540
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 256.20384475
• Heavy Atom Count: 18
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

ETHYL-2-NONYLACETOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(C(=O)C)C(=O)OCC

Technology Process of Ethyl 2-acetylundecanoate

There total 4 articles about Ethyl 2-acetylundecanoate 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%

1-Bromononane (693-58-3) + ethyl acetoacetate (141-97-9) → 2-acetylundecanoic acid ethyl ester (51688-56-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In 1,2-dimethoxyethane; at 80 ℃;

DOI:10.1021/jo952098j

Reference yield:

nonyl alcohol (143-08-8) → 2-acetylundecanoic acid ethyl ester (51688-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; sulfuric acid / 1 h / 0 - 120 °C

2.1: sodium ethanolate / ethanol / 0.5 h

2.2: 6 h / 80 °C

With sulfuric acid; hydrogen bromide; sodium ethanolate; In ethanol;

DOI:10.1255/ejms.1402

Reference yield:

ethyl acetoacetate (141-97-9) → 2-acetylundecanoic acid ethyl ester (51688-56-3)

Guidance literature:

With sodium; In ethanol; Reflux;

DOI:10.1021/jm1007903

upstream raw materials:

1-iodononane

ethyl acetoacetate

1-Bromononane

nonyl alcohol

Downstream raw materials:

2-Methyl-3-n-nonyl-4(1H)-chinolon

2-acetylundecanoic acid methyl ester

Refernces

• 1、 Jalal, Sarah,Chand, Karam,Kathuria, Abha,Singh, Prabhjot,Priya, Nivedita,Gupta, Bhavna,Raj, Hanumantharao G.,Sharma, Sunil K.. "Calreticulin transacetylase: A novel enzyme-mediated protein acetylation by acetoxy derivatives of 3-alkyl-4-methylcoumarins". experimental part. p. 131 - 136. Retrieved 2012/03/27.
• 2、 Taber, Douglass F.,Herr, R. Jason,Pack, Shawn K.,Geremia, John M.. "A convenient method for the preparation of (Z)-αβ-unsaturated carbonyl compounds". . p. 2908 - 2910. Retrieved 2007/10/03.