Helenynolic acid

Base Information

• Chemical Name: Helenynolic acid
• CAS No.: 7309-58-2
• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.434
• UNII: 1E055S6JHN
• Metabolomics Workbench ID: 74877
• Nikkaji Number: J16.145D
• Wikidata: Q27252306
• Mol file: 7309-58-2.mol

Synonyms:Helenynolic acid;Helenynolic acid [MI];7309-58-2;UNII-1E055S6JHN;10-Octadecen-12-ynoic acid, 9-hydroxy-, (9S,10E)-;1E055S6JHN;(9S,10E)-9-Hydroxy-10-octadecen-12-ynoic acid;9-hydroxy-10-Octadecen-12-ynoic acid;9-Hydroxy-10t-octadecen-12-insaeure;9-Hydroxy-10t-octadecen-12-ynoic acid;9S-hydroxy-10E-Octadecen-12-ynoic acid;S-9-Hydroxy-E-10-octadecen-12-insaeure;S-9-Hydroxy-E-10-octadecen-12-ynoic acid;SCHEMBL1653069;CHEBI:186674;LMFA01031025;(E,9S)-9-hydroxyoctadec-10-en-12-ynoic acid;Q27252306

Chemical Property of Helenynolic acid

Chemical Property:

• Vapor Pressure: 2.54E-09mmHg at 25°C
• Boiling Point: 433.2°C at 760 mmHg
• Flash Point: 229.9°C
• PSA: 57.53000
• Density: 0.997g/cm³
• LogP: 4.30250
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 294.21949481
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

HELENYNOLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC#CC=CC(CCCCCCCC(=O)O)O
• Isomeric SMILES: CCCCCC#C/C=C/[C@H](CCCCCCCC(=O)O)O

Technology Process of Helenynolic acid

There total 3 articles about Helenynolic 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:

9-Hydroxyoctadeca-10,12-diynoic acid (68475-06-9) → 9-hydroxy-10E-octadecen-12-ynoic acid (692-21-7,7309-58-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1021/jo01318a042

Reference yield:

1-bromohept-1-yne (19821-84-2) → 9-hydroxy-10E-octadecen-12-ynoic acid (692-21-7,7309-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) CuCl, iPr₂NH, NH₂OH*HCl, (ii) aq. KCN, (iii) KOH, MeOH

2: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/jo01318a042

Reference yield:

1-Heptyne (628-71-7) → 9-hydroxy-10E-octadecen-12-ynoic acid (692-21-7,7309-58-2)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / 1,2-dimethoxy-ethane / (bromination)

2: (i) CuCl, iPr₂NH, NH₂OH*HCl, (ii) aq. KCN, (iii) KOH, MeOH

3: LiAlH₄ / tetrahydrofuran / Heating

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1021/jo01318a042

upstream raw materials:

9-Hydroxyoctadeca-10,12-diynoic acid

1-bromohept-1-yne

1-Heptyne