(E)-10-Hydroxy-8-decenoic acid

Base Information

• Chemical Name: (E)-10-Hydroxy-8-decenoic acid
• CAS No.: 79728-54-4
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• DSSTox Substance ID: DTXSID901295794
• Nikkaji Number: J759.352J
• Wikidata: Q76303310
• Metabolomics Workbench ID: 1366
• ChEMBL ID: CHEMBL458520
• Mol file: 79728-54-4.mol

Synonyms:10-hydroxy-8-decenoic acid;10-hydroxy-8-decenoic acid, (E)-isomer

Chemical Property of (E)-10-Hydroxy-8-decenoic acid

Chemical Property:

• Vapor Pressure: 3.66E-06mmHg at 25°C
• Boiling Point: 346.2°C at 760 mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 177.4°C
• Density: 1.038g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCCC(=O)O)CCC=CCO
• Isomeric SMILES: C(CCCC(=O)O)CC/C=C/CO

Technology Process of (E)-10-Hydroxy-8-decenoic acid

There total 4 articles about (E)-10-Hydroxy-8-decenoic 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%

10-hydroxydec-8-ynoic acid (92016-00-7) → 10-hydroxy-8-decenoic acid (106541-97-3,79728-54-4)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; at -33 ℃; for 2h;

Reference yield:

7-bromoheptanoic acid (30515-28-7) + MeLi (60851-89-0) → (Z)-10-hydroxy-8-decenoic acid (69152-90-5,79728-54-4)

Guidance literature:

With hydrogen; Pd-BaSO₄; Multistep reaction; 1.) NH₃, 2.) quinoline;

DOI:10.1021/ja00378a054

Reference yield:

10-hydroxydec-8-ynoic acid (92016-00-7) → (Z)-10-hydroxy-8-decenoic acid (69152-90-5,79728-54-4)

Guidance literature:

With quinoline; hydrogen; palladium on barium sulfate; In methanol;

DOI:10.1039/jr9630005889

upstream raw materials:

10-hydroxydec-8-ynoic acid

7-bromoheptanoic acid

MeLi

Refernces

• 1、 Abelman, Matthew M.,Funk, Raymond L.,Munger, John D.. "Alicyclic Claisen Rearrangement. A General Carbocycle Synthesis Based on Four-Atom-Ring Contractions of Lactones". . p. 4030 - 4032. Retrieved 2007/10/02.