328-73-4 Usage
Description
3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE, also known as 1-Iodo-3,5-bis(trifluoromethyl)benzene, is a halogenated hydrocarbon characterized by its clear light pink to yellow liquid appearance. It is a compound with a benzene ring substituted with two trifluoromethyl groups and an iodine atom at the 1-position.
Uses
Used in Organic Synthesis:
3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE is used as a synthetic intermediate for the preparation of various organic compounds. Its application is particularly relevant in the synthesis of complex molecules and pharmaceuticals, where it serves as a key building block.
Used in Sonogashira Coupling:
In the field of organic chemistry, 3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE is used as a coupling partner in Sonogashira coupling reactions. This type of reaction is a cross-coupling process that forms carbon-carbon bonds, which are essential in the synthesis of many organic compounds, including those with potential applications in the pharmaceutical and materials science industries.
Used in the Preparation of 3,5-bis(trifluoromethyl)phenyl-magnesium iodide:
3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE is also used in the preparation of 3,5-bis(trifluoromethyl)phenyl-magnesium iodide, which is an important reagent in organic synthesis. This reagent can be employed in various chemical transformations, further expanding the utility of 3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE in the synthesis of complex organic molecules.
Used in Monodeprotected Masked Hexayne Synthesis:
3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE is used as a reactant in the synthesis of monodeprotected masked hexayne. 3,5-BIS(TRIFLUOROMETHYL)IODOBENZENE is not particularly stable and is often used directly without purification in Sonogashira coupling reactions to provide mono-aryl-end-capped masked hexayne, which can be further utilized in the synthesis of other organic compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 328-73-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,2 and 8 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 328-73:
(5*3)+(4*2)+(3*8)+(2*7)+(1*3)=64
64 % 10 = 4
So 328-73-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H3F6I/c9-7(10,11)4-1-5(8(12,13)14)3-6(15)2-4/h1-3H
328-73-4Relevant articles and documents
Direct Pd(II)-Catalyzed Site-Selective C5-Arylation of 2-Pyridone Using Aryl Iodides
Maity, Saurabh,Das, Debapratim,Sarkar, Souradip,Samanta, Rajarshi
supporting information, p. 5167 - 5171 (2018/09/13)
A straightforward Pd(II)-catalyzed general strategy was developed for the C5-selective arylation of the 2-pyridone core with easily available aryl iodides. The transformation was highly regioselective and accomplished with a wide scope and functional group tolerance. Silver nitrate played a crucial role in this direct site-selective arylation. The method was extended to synthesize biologically active molecules.
One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides
Leas, Derek A.,Dong, Yuxiang,Vennerstrom, Jonathan L.,Stack, Douglas E.
supporting information, p. 2518 - 2521 (2017/05/24)
A metal-free synthesis of aryl bromides and iodides from anilines via halogen abstraction from bromotrichloromethane and diiodomethane is described. This one-pot reaction affords aryl halides from the corresponding anilines in moderate to excellent yields without isolation of diazonium salts. The transformation has short reaction times, a simple workup, and insensitivity to moisture and air and avoids excess halogenation. DFT calculations support a SRN1 mechanism. This method represents a convenient alternative to the classic Sandmeyer reaction.
Iron(II)-catalyzed direct cyanation of arenes with aryl(cyano)iodonium triflates
Shu, Zhibin,Ji, Wenzhi,Wang, Xi,Zhou, Yujing,Zhang, Yan,Wang, Jianbo
, p. 2186 - 2189 (2014/03/21)
A direct oxidative cyanation of arenes under FeII catalysis with 3,5-di(trifluoromethyl)phenyl(cyano)iodonium triflate (DFCT) as the cyanating agent has been developed. The reaction is applicable to wide range of aromatic substrates, including polycyclic structures and heteroaromatic compounds. Copyright