3-Hydroxydecanoic acid

Base Information

• Chemical Name: 3-Hydroxydecanoic acid
• CAS No.: 5561-87-5
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.267
• UNII: IGH24U4AMF
• DSSTox Substance ID: DTXSID40864486
• Nikkaji Number: J19.953B
• Wikipedia: Myrmicacin
• Wikidata: Q15425812
• Pharos Ligand ID: PSZMMM5N12FX
• Metabolomics Workbench ID: 1359
• ChEMBL ID: CHEMBL4448230
• Mol file: 5561-87-5.mol

Synonyms:3-HDA;3-hydroxy-decanoic acid;3-hydroxydecanoic acid;3-hydroxydecanoic acid, (3R)-;beta-hydroxydecanoic acid;myrmicacin;myrmicacin monosodium (+-)-isomer;myrmicacin, (+-)-isomer;myrmicacin, (R)-isomer

Chemical Property of 3-Hydroxydecanoic acid

Chemical Property:

• Boiling Point: 318.2 °C at 760 mmHg
• Flash Point: 160.5 °C
• PSA: 57.53000
• Density: 1.011 g/cm³
• LogP: 2.18250
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Very Slightly, Heated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 188.14124450
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

98%,99%, ^*data from raw suppliers

rac3-HydroxydecanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCC(CC(=O)O)O
• Uses: rac 3-Hydroxydecanoic Acid (cas# 5561-87-5) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxydecanoic acid

There total 21 articles about 3-Hydroxydecanoic 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: 93.0%

methyl 3-hydroxydecanoate (62675-82-5) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1016/j.bioorg.2019.03.023

Reference yield: 90.0%

ethyl (R/S)-3-hydroxy-decanoate (6071-25-6) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

ethyl (R/S)-3-hydroxy-decanoate; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 85.0%

Iodoacetic acid (64-69-7) + Octanal (124-13-0) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 25 ℃; for 3.5h;

DOI:10.1021/jo060118j

upstream raw materials:

methyl 3-oxodecanoate

Octanal

ethyl bromoacetate

acetic acid

Downstream raw materials:

decanoic acid, 3-trimethylsilyloxy, trimethylsilyl ester

nonane

nonan-2-ol

decan-3-ol

Refernces

• 1、 Komatsu, Hidekazu,Shirakawa, Takashi,Uchiyama, Takeo,Hoshino, Tsutomu. "Chemical structure of cichorinotoxin, a cyclic lipodepsipeptide that is produced by Pseudomonas cichorii and causes varnish spots on lettuce". . p. 299 - 309. Retrieved 2019/02/20.
• 2、 Galleano, Iacopo,Schiedel, Matthias,Jung, Manfred,Madsen, Andreas S.,Olsen, Christian A.. "A Continuous, Fluorogenic Sirtuin 2 Deacylase Assay: Substrate Screening and Inhibitor Evaluation". supporting information. p. 1021 - 1031. Retrieved 2016/02/23.