1-Ethynyl-2-iodo-benzene

Base Information

• Chemical Name: 1-Ethynyl-2-iodo-benzene
• CAS No.: 766-50-7
• Molecular Formula: C8H5I
• Molecular Weight: 228.032
• Hs Code.: 2903998090
• European Community (EC) Number: 968-983-7
• DSSTox Substance ID: DTXSID60463031
• Nikkaji Number: J856.619D
• Wikidata: Q82287748
• Mol file: 766-50-7.mol

Synonyms:1-ethynyl-2-iodobenzene;1-ethynyl-2-iodo-benzene;766-50-7;iodo-ethynylbenzene;SCHEMBL8425182;DTXSID60463031;A1-36227

Chemical Property of 1-Ethynyl-2-iodo-benzene

Chemical Property:

• Vapor Pressure: 0.0801mmHg at 25°C
• Refractive Index: 1.655
• Boiling Point: 234.6°C at 760 mmHg
• Flash Point: 107.1°C
• PSA: 0.00000
• Density: 1.79g/cm³
• LogP: 2.27250
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.94360
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

97% ^*data from raw suppliers

2-IODO PHENYL ACETYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC=CC=C1I

Technology Process of 1-Ethynyl-2-iodo-benzene

There total 15 articles about 1-Ethynyl-2-iodo-benzene 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: 90.0%

benzo[b]iodol-1-ium trifluoromethanesulfonate → (2-iodophenyl)-acetylene (766-50-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.9b02540

Reference yield: 90.0%

2-iodobenzaldehyde (26260-02-6) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → (2-iodophenyl)-acetylene (766-50-7)

Guidance literature:

With caesium carbonate; In methanol; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/anie.201204015

Reference yield: 87.0%

1-iodo-2-ethynylbenzene (137648-47-6) → (2-iodophenyl)-acetylene (766-50-7)

Guidance literature:

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

DOI:10.1081/SCC-120021834

upstream raw materials:

C₈H₄KLi

phenylacetylene

1-iodo-2-ethynylbenzene

2-iodophenylamine

Downstream raw materials:

trimethyl{[2-(3,3,4,4-tetramethylcyclobut-1-en-1-yl)phenyl]ethynyl}silane

1-ethynyl-2-(3,3,4,4-tetramethylcyclobut-1-en-1-yl)benzene

1-iodo-2-(3,3,4,4-tetramethylcyclobut-1-en-1-yl)benzene

Refernces

• 1、 Yuan, Hairui,Wang, Min,Xu, Zhenghu,Gao, Hongyin. "Palladium-Catalyzed Annulation of Aryltriazoles and Arylisoxazoles with Alkynes". supporting information. p. 4386 - 4392. Retrieved 2019/08/12.
• 2、 Akram, Manjur O.,Shinde, Popat S.,Chintawar, Chetan C.,Patil, Nitin T.. "Gold(i)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes". supporting information. p. 2865 - 2869. Retrieved 2018/05/03.