1-Ethynyl-4-iodobenzene

Base Information

• Chemical Name: 1-Ethynyl-4-iodobenzene
• CAS No.: 766-99-4
• Molecular Formula: C8H5I
• Molecular Weight: 228.032
• DSSTox Substance ID: DTXSID30478894
• Nikkaji Number: J856.618F
• Wikidata: Q82312599
• Mol file: 766-99-4.mol

Synonyms:1-Ethynyl-4-iodobenzene;766-99-4;1-Ethynyl-4-iodo-benzene;C8H5I;p-iodophenylacetylene;SCHEMBL3293990;DTXSID30478894;MYGXITKLGQBZBV-UHFFFAOYSA-N;MFCD00185106;AKOS016003902;AB91832;BS-17586;CS-0148277;F21257;F2147-2872

Chemical Property of 1-Ethynyl-4-iodobenzene

Chemical Property:

• Melting Point: 68-69 °C
• Boiling Point: 221.2±23.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.79±0.1 g/cm3(Predicted)
• LogP: 2.27250
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.94360
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

99%, ^*data from raw suppliers

1-Ethynyl-4-iodobenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)I
• Uses: 1-Ethynyl-4-iodobenzene is used to synthesize quinoline derivatives.

Technology Process of 1-Ethynyl-4-iodobenzene

There total 15 articles about 1-Ethynyl-4-iodobenzene 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: 97.5%

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → 1-ethynyl-4-iodobenzene (766-99-4)

Guidance literature:

1-iodo-4-(trimethylsilylethynyl)benzene; With potassium carbonate; In methanol; chloroform; at 25 ℃; for 4h;

With water; In methanol; chloroform; for 0.25h;

DOI:10.1002/chem.201302162

Reference yield: 94.0%

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 1-ethynyl-4-iodobenzene (766-99-4)

Guidance literature:

With potassium carbonate; In methanol; for 18h; Inert atmosphere;

DOI:10.1055/s-0031-1289554

Reference yield: 81.0%

1-(4-iodophenyl)-1-propyn-3-ol (116815-00-0) → 1-ethynyl-4-iodobenzene (766-99-4)

Guidance literature:

With manganese(IV) oxide; potassium hydroxide; In diethyl ether; at 20 ℃;

DOI:10.1016/j.tetlet.2008.02.096

upstream raw materials:

4-Ethynylaniline

1-iodo-4-(trimethylsilylethynyl)benzene

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

p-(iodophenyl)carboxaldehyde

Downstream raw materials:

1,3,5-tris(4-iodophenyl)benzene

trans-Pt(PEt₃)2(CC-p-C₆H₄-I)(CC-p-C₆H₄-CN)

trans-Pt(PEt₃)2(CC-p-C₆H₄-I)(CC-p-C₆H₄-NO₂)

Refernces

• 1、 Ming, Xiao-Xia,Wu, Shuai,Tian, Ze-Yu,Song, Jia-Wei,Zhang, Cheng-Pan. "Pd/Cu-Catalyzed Vinylation of Terminal Alkynes with (2-Bromoethyl)diphenylsulfonium Triflate". supporting information. p. 6795 - 6800. Retrieved 2021/09/08.
• 2、 Zha, Gao-Feng,Fang, Wan-Yin,Li, You-Gui,Leng, Jing,Chen, Xing,Qin, Hua-Li. "SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes". . p. 17666 - 17673. Retrieved 2019/01/04.