2,5,8,11-Tetradecatetrayn-1-ol

Base Information

• Chemical Name: 2,5,8,11-Tetradecatetrayn-1-ol
• CAS No.: 5871-10-3
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• Mol file: 5871-10-3.mol

Synonyms:Tetradeca-2,5,8,11-tetrain-1-ol;2,5,8,11-Tetradecatetrayn-1-ol;tetradeca-2,5,8,11-tetrayn-1-ol;Tetradeca-tetrain-(2.5.8.11)-ol-(1);

Chemical Property of 2,5,8,11-Tetradecatetrayn-1-ol

Chemical Property:

• PSA: 20.23000
• LogP: 1.57260
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Dichloromethane, Ether, Methanol

Purity/Quality:

2,5,8,11-Tetradecatetrayn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of radiolabeled fatty acids.

Technology Process of 2,5,8,11-Tetradecatetrayn-1-ol

There total 13 articles about 2,5,8,11-Tetradecatetrayn-1-ol 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:

1-bromo-2,5,8-undecatriyne (34498-25-4) + propargyl alcohol (107-19-7) → 2,5,8,11-tetradecatetrayne-1-ol (5871-10-3)

Guidance literature:

With copper(l) iodide; tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16.5h;

Reference yield:

2-Tetradeca-2,5,8,11-tetraynyloxy-tetrahydro-furan → 2,5,8,11-tetradecatetrayne-1-ol (5871-10-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 2h; Yield given;

Reference yield:

pent-2-yn-1-ol (6261-22-9) → 2,5,8,11-tetradecatetrayne-1-ol (5871-10-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 78 percent / CBr₄, PPh₃ / CH₂Cl₂ / 0.67 h / 0 °C

2: K₂CO₃, NaI, CuI / dimethylformamide / 6 h / 20 °C

3: TsOH / methanol / 2 h / 20 °C

4: 85 percent / CBr₄, PPh₃ / CH₂Cl₂ / 0.67 h / 0 °C

5: K₂CO₃, NaI, CuI / dimethylformamide / 6 h / 20 °C

6: TsOH / methanol / 2 h / 20 °C

With copper(l) iodide; carbon tetrabromide; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

1-bromo-2,5,8-undecatriyne

3-(tetrahydropyran-2'-yloxy)propyne

1-bromo-pent-2-yne

pent-2-yn-1-ol

Downstream raw materials:

all cis-5,8,11,14,17-eicosapentaenoic acid

1-tosyloxy-2,5,8,11-tetradecatetrayne

1-bromotetradeca-2,5,8,11-tetrayne