5-Iodothiophene-2-carbonitrile

Base Information

• Chemical Name: 5-Iodothiophene-2-carbonitrile
• CAS No.: 18945-81-8
• Molecular Formula: C5H2INS
• Molecular Weight: 235.048
• European Community (EC) Number: 815-731-8
• DSSTox Substance ID: DTXSID00446121
• Nikkaji Number: J653.537B
• Wikidata: Q72484691
• Mol file: 18945-81-8.mol

Synonyms:5-iodothiophene-2-carbonitrile;18945-81-8;5-IODO-2-THIOPHENECARBONITRILE;2-Thiophenecarbonitrile, 5-iodo-;C5H2INS;2-Iodo-5-cyanothiophene;SCHEMBL8791685;DTXSID00446121;MFCD14584473;AKOS015909904;AS-60840;CS-0112255;FT-0760223;C73627;EN300-227401;Z1269163165

Chemical Property of 5-Iodothiophene-2-carbonitrile

Chemical Property:

• Boiling Point: 262.867 °C at 760 mmHg
• Flash Point: 112.778 °C
• PSA: 52.03000
• Density: 2.146 g/cm³
• LogP: 2.22438
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.89527
• Heavy Atom Count: 8
• Complexity: 128

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

5-Iodothiophene-2-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)I)C#N

Technology Process of 5-Iodothiophene-2-carbonitrile

There total 1 articles about 5-Iodothiophene-2-carbonitrile 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: 88.0%

thiophene-2-carbonitrile (1003-31-2) → 5-iodothiophene-2-carbonitrile (18945-81-8)

Guidance literature:

thiophene-2-carbonitrile; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at 25 ℃; for 2h;

With iodine; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1055/s-0035-1560586

Reference yield: 42.0%

5-iodothiophene-2-carbonitrile (18945-81-8) + C22H17Cl2F7N2O → 2-((1R,5R)-6-(5-cyanothiophen-2-yl)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexan-3-yl)-2-methyl-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)propenamide

Guidance literature:

With 6-methyl-2-pyridinecarboxylic acid; palladium diacetate; cesium pivalate; In tert-Amyl alcohol; at 130 ℃; Sealed tube;

DOI:10.1021/acs.joc.0c00870

Reference yield: 36.0%

5-iodothiophene-2-carbonitrile (18945-81-8) + C16H15F7N2O → 2-((1R,5S)-6-(5-cyanothiophen-2-yl)-3-azabicyclo[3.1.0]hexan-3-yl)-2-methyl-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)propenamide

Guidance literature:

With 6-methyl-2-pyridinecarboxylic acid; palladium diacetate; cesium pivalate; In tert-Amyl alcohol; at 130 ℃; Sealed tube;

DOI:10.1021/acs.joc.0c00870

upstream raw materials:

thiophene-2-carbonitrile

Refernces

• 1、 D'Auria,Mauriello. "Bis-(trifluoroacetoxy)iodobenzene-iodine system: An efficient and selective reagent for iodination of thiophene derivatives". . p. 4883 - 4884. Retrieved 2007/10/02.