3-Ethynylphenyl iodide

Base Information

• Chemical Name: 3-Ethynylphenyl iodide
• CAS No.: 53273-18-0
• Molecular Formula: C8H5I
• Molecular Weight: 228.032
• Mol file: 53273-18-0.mol

Synonyms:m-Iodphenylacetylen;3-Ethynylphenyl iodide;3-iodo phenylacetylene;

Chemical Property of 3-Ethynylphenyl iodide

Chemical Property:

• PSA: 0.00000
• LogP: 2.27250

Purity/Quality:

1-ETHYNYL-3-IODOBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Ethynylphenyl iodide

There total 7 articles about 3-Ethynylphenyl iodide 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: 80.0%

((3-iodophenyl)ethynyl)trimethylsilane (144001-07-0) → 3-iodo phenylacetylene (53273-18-0)

Guidance literature:

With potassium hydroxide; In methanol; dichloromethane; for 2h;

DOI:10.1081/SCC-120021834

Reference yield:

2-iodophenylamine (615-43-0) → 3-iodo phenylacetylene (53273-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / PdCl₂(PPh₃)2, CuI / diethylamine / 20 h / Ambient temperature

2: 1.) NaNO₂, conc. HCl, 2.) KI / 1.) H₂O, 0 deg C, 50 min, 2.) H₂O, room temp., overnight

3: 73 percent / aq. NaOH / ethanol; tetrahydrofuran / 0.5 h

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; potassium iodide; sodium nitrite; In tetrahydrofuran; ethanol; diethylamine;

DOI:10.1016/S0040-4020(97)00451-1

Reference yield:

2-[(trimethylsilyl)ethynyl]aniline (103529-16-4) → 3-iodo phenylacetylene (53273-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaNO₂, conc. HCl, 2.) KI / 1.) H₂O, 0 deg C, 50 min, 2.) H₂O, room temp., overnight

2: 73 percent / aq. NaOH / ethanol; tetrahydrofuran / 0.5 h

With hydrogenchloride; sodium hydroxide; potassium iodide; sodium nitrite; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4020(97)00451-1

upstream raw materials:

3'-iodoacetophenone

((3-iodophenyl)ethynyl)trimethylsilane

3-Iodoaniline

3,3-diethyl-1-(3-iodophenyl)triaz-1-ene

Downstream raw materials:

4-(3-iodophenyl)-1H-1,2,3-triazole

1-ethynyl-3-(phenylethynyl)benzene

C₃₉H₄₇I₂N₇O

1-(2-bromoethynyl)-3-iodobenzene

Refernces

• 1、 Lavastre, Olivier,Cabioch, Sandrine,Dixneuf, Pierre H.,Vohlidal, Jiri. "Selective and efficient access to ortho, meta and para ring-substituted phenylacetylene derivatives R-[C≡C-C6H4](x)-Y (Y:H, NO2, CN, I, NH2)". . p. 7595 - 7604. Retrieved 2007/10/03.