9,12-Octadecadiynoic acid

Base Information

• Chemical Name: 9,12-Octadecadiynoic acid
• CAS No.: 2012-14-8
• Molecular Formula: C18H28 O2
• Molecular Weight: 276.419
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID50173935
• Nikkaji Number: J675.056G
• Wikidata: Q83043978
• Metabolomics Workbench ID: 950
• Mol file: 2012-14-8.mol

Synonyms:9a-12a-octadecadiynoic acid;Ro 3-1314;Ro-3-1314

Chemical Property of 9,12-Octadecadiynoic acid

Chemical Property:

• Vapor Pressure: 2.24E-08mmHg at 25°C
• Melting Point: 42-43 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 424°Cat760mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 202.1°C
• PSA: 37.30000
• Density: 0.963g/cm³
• LogP: 4.77890
• Storage Temp.: −20°C
• Solubility.: ≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in methanol;10mg/ml in acetone;10mg/ml in acetonitrile
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 276.208930132
• Heavy Atom Count: 20
• Complexity: 369

Purity/Quality:

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

9,12-Octadecadiynoic acid ≥98% ^*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: CCCCCC#CCC#CCCCCCCCC(=O)O

Technology Process of 9,12-Octadecadiynoic acid

There total 16 articles about 9,12-Octadecadiynoic 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:

17-[1,3]dioxolan-2-yl-heptadeca-6,9-diyne (6009-34-3) → 9,12-octadecadiynoic acid (2012-14-8)

Guidance literature:

With 1,4-dioxane; periodic acid; Behandeln des Reaktionsprodukts mit aethanol.Natronlauge und Silberoxid;

DOI:10.1021/ja01150a047

Reference yield:

16-chlorohexadeca-6,9-diyne (98814-47-2) → 9,12-octadecadiynoic acid (2012-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; water; potassium iodide

2: ethanol / Behandeln des Reaktionsgemisches mit wss.-methanol.Kalilauge und Erhitzen des nach dem Ansaeuern erhaltenen Reaktionsprodukts unter 0.0001 Torr auf 140grad

With ethanol; water; acetone; potassium iodide;

DOI:10.1021/ja01154a029

Reference yield:

1-bromooct-2-yne (18495-27-7) → 9,12-octadecadiynoic acid (2012-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; copper (I)-bromide

2: dioxane; aqueous periodic acid / Behandeln des Reaktionsprodukts mit aethanol.Natronlauge und Silberoxid

With tetrahydrofuran; 1,4-dioxane; periodic acid; copper(I) bromide;

DOI:10.1021/ja01150a047

upstream raw materials:

1-iodohexadeca-7,10-diyne

sodium diethylmalonate

dec-9-ynoic acid

17-[1,3]dioxolan-2-yl-heptadeca-6,9-diyne

Downstream raw materials:

[9,10,12,13](3)H-linoleic acid

ethyl (9Z,12Z)-9,12-octadecadienoate

(9E,12E)-Octadeca-9,12-dienoic acid

linoleic acid

Refernces

• 1、 Crombie, Leslie,Morgan, David O.,Smith, Elisabeth H.. "An Isotopic Study (2H and 18O) of the Enzymatic Conversion of Linoleic Acid into Colneleic Acid with Carbon Chain Fracture: the Origin of Shorter Chain Aldehydes". . p. 567 - 575. Retrieved 2007/10/02.