41046-67-7 Usage
Description
2-IODOBENZENE-1,3-DIOL, also known as m-iodophenol, is an organic compound with the molecular formula C6H5IO2. It is a white crystalline solid that is soluble in water and has a molecular weight of approximately 220.01 g/mol. 2-IODOBENZENE-1,3-DIOL is characterized by the presence of a hydroxyl group (-OH) at the 1st and 3rd positions of the benzene ring, along with an iodine atom at the 2nd position. The unique structure of 2-IODOBENZENE-1,3-DIOL makes it a versatile building block in organic synthesis and a potential candidate for various applications in different industries.
Uses
Used in Organic Synthesis:
2-IODOBENZENE-1,3-DIOL is used as a synthetic building block for the preparation of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its reactivity and functional group compatibility make it a valuable intermediate in the synthesis of complex molecules.
Used in Chiral Hypervalent Iodine(V) Reagents:
2-IODOBENZENE-1,3-DIOL is used as a key component in the facile synthesis of amino acid-derived novel chiral hypervalent iodine(V) reagents. These reagents are essential in asymmetric catalysis, a field that plays a crucial role in the development of enantioselective reactions and the production of chiral compounds with high optical purity. The unique structure of 2-IODOBENZENE-1,3-DIOL allows for the creation of chiral hypervalent iodine(V) reagents with enhanced catalytic performance and selectivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-IODOBENZENE-1,3-DIOL is used as an intermediate for the synthesis of various drugs and drug candidates. Its versatility in organic synthesis enables the development of new therapeutic agents with improved pharmacological properties, such as increased potency, selectivity, and reduced side effects.
Used in Chemical Research:
2-IODOBENZENE-1,3-DIOL is also used as a research tool in academic and industrial laboratories. Its unique structure and reactivity make it an attractive candidate for studying various chemical reactions and mechanisms, as well as for the development of new synthetic methods and strategies.
Check Digit Verification of cas no
The CAS Registry Mumber 41046-67-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,0,4 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 41046-67:
(7*4)+(6*1)+(5*0)+(4*4)+(3*6)+(2*6)+(1*7)=87
87 % 10 = 7
So 41046-67-7 is a valid CAS Registry Number.
41046-67-7Relevant articles and documents
A Chiral Pentafluorinated Isopropyl Group via Iodine(I)/(III) Catalysis
Meyer, Stephanie,H?fliger, Joel,Sch?fer, Michael,Molloy, John J.,Daniliuc, Constantin G.,Gilmour, Ryan
supporting information, p. 6430 - 6434 (2021/02/26)
An I(I)/(III) catalysis strategy to construct an enantioenriched fluorinated isostere of the iPr group is reported. The difluorination of readily accessible α-CF3-styrenes is enabled by the in situ generation of a chiral ArIF2 species to forge a stereocentre with the substituents F, CH2F and CF3 (up to 95 %, >20:1 vicinal:geminal difluorination). The replacement of the metabolically labile benzylic proton results in a highly preorganised scaffold as was determined by X-ray crystallography (π→σ* and stereoelectronic gauche σ→σ* interactions). A process of catalyst editing is disclosed in which preliminary validation of enantioselectivity is placed on a structural foundation.
Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis
Daniliuc, Constantin G.,Gilmour, Ryan,Neufeld, Jessica,Sarie, Jér?me C.,Thiehoff, Christian
supporting information, p. 15069 - 15075 (2020/06/17)
The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.
Enantioselective Electrochemical Lactonization Using Chiral Iodoarenes as Mediators
Gao, Wen-Chao,Xiong, Zi-Yue,Pirhaghani, Shafigh,Wirth, Thomas
supporting information, p. 276 - 284 (2019/01/04)
The enantioselective electrochemical lactonization of diketo acid derivatives using chiral iodoarenes as redox mediators is reported for the first time. Good to high stereoselectivities are observed in the lactonization and also in intermolecular α-alkoxylations of diketo ester derivatives. This enantioselective process was then adapted to an electrochemical flow microreactor where only small amounts of supporting electrolyte were necessary.
