Decylmalonic acid

Base Information

• Chemical Name: Decylmalonic acid
• CAS No.: 4372-29-6
• Molecular Formula: C13H24O4
• Molecular Weight: 244.331
• Hs Code.: 2917190090
• European Community (EC) Number: 224-469-8
• DSSTox Substance ID: DTXSID30195918
• Nikkaji Number: J205.751D
• Wikidata: Q83068989
• Mol file: 4372-29-6.mol

Synonyms:decylmalonic acid;decylmalonic acid, calcium salt

Chemical Property of Decylmalonic acid

Chemical Property:

• Vapor Pressure: 1.36E-07mmHg at 25°C
• Boiling Point: 402.2°Cat760mmHg
• Flash Point: 211.2°C
• PSA: 74.60000
• Density: 1.049g/cm³
• LogP: 3.30260
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 244.16745924
• Heavy Atom Count: 17
• Complexity: 212

Purity/Quality:

98%Min ^*data from raw suppliers

2-Decylmalonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC(C(=O)O)C(=O)O

Technology Process of Decylmalonic acid

There total 7 articles about Decylmalonic acid 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: 78.9%

lauric acid (143-07-7) + carbon dioxide (124-38-9,18923-20-1) → 2-n-decyl malonic acid (4372-29-6)

Guidance literature:

lauric acid; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -40 - 22 ℃;

carbon dioxide; In tetrahydrofuran; at -40 - 22 ℃; for 12h;

DOI:10.1021/acs.langmuir.7b03833

Reference yield:

diethyl decylmalonate (5077-96-3) → 2-n-decyl malonic acid (4372-29-6)

Guidance literature:

With potassium hydroxide;

Reference yield:

ethyl laurate (106-33-2) → 2-n-decyl malonic acid (4372-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate / unter gleichzeitigem Abdestillieren des entstehenden Aethanols, anfangs unter 200 mm, zuletzt bei Atmosphaerendruck

2: alcoholic KOH

With potassium hydroxide; sodium ethanolate;

upstream raw materials:

n-dodecanoyl chloride

oxalyl dichloride

diethyl decylmalonate

ethyl laurate

Downstream raw materials:

2-Decyl-malonic acid bis-(4-nitro-phenyl) ester

Refernces

• 1、 Skarzewski, Jacek,Mlochowski, Jacek. "Lipophilic Complexones. Part 5. Synthesis of Di- and Tri-armed Ligands bearing Glycine and Glycylglycine". . p. 552 - 569. Retrieved 2007/10/02.