2,8-Nonadiyn-1-ol, 9-phenyl-

Base Information

• Chemical Name: 2,8-Nonadiyn-1-ol, 9-phenyl-
• CAS No.: 436147-02-3
• Molecular Formula: C15H16O
• Molecular Weight: 212.291
• Mol file: 436147-02-3.mol

Synonyms:

Chemical Property of 2,8-Nonadiyn-1-ol, 9-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-Nonadiyn-1-ol, 9-phenyl-

There total 6 articles about 2,8-Nonadiyn-1-ol, 9-phenyl- 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: 68.0%

iodobenzene (591-50-4) + 2,8-heptadiyne-1-ol (162551-94-2) → 1-phenyl-1,7-nonadiyn-9-ol (436147-02-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran;

DOI:10.1021/ol020051w

Reference yield:

1-(trimethylsilyl)-1,7-nonadiyn-9-ol (436147-07-8) → 1-phenyl-1,7-nonadiyn-9-ol (436147-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / TBAF / tetrahydrofuran / 20 °C

2: 68 percent / CuI; iPr₂NH; PdCl₂(PPh₃)2 / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo020649h

Reference yield:

5-hexyl-1-ol (928-90-5) → 1-phenyl-1,7-nonadiyn-9-ol (436147-02-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: hexane; tetrahydrofuran / -78 - 20 °C

1.3: 10percent aq. HCl / 3 h / 20 °C

2.1: PPh₃; imidazole; I₂ / CH₂Cl₂ / 12 h / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: hexane; tetrahydrofuran; various solvent(s) / -78 - 20 °C

4.1: 54 percent / 10percent aq. HCl / methanol / 12 h / 20 °C

5.1: 96 percent / TBAF / tetrahydrofuran / 20 °C

6.1: 68 percent / CuI; iPr₂NH; PdCl₂(PPh₃)2 / tetrahydrofuran / 20 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; iodine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/jo020649h

upstream raw materials:

iodobenzene

2,8-heptadiyne-1-ol

5-hexyl-1-ol

trimethyl(6-iodo-1-hexynyl)silane

Downstream raw materials:

9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

C₂₂H₂₁BrO

C₂₂H₂₀O