5153-69-5 Usage
Description
Trans-4-fluoro-beta-nitrostyrene, also known as (E)-β-Nitro-4-fluorostyrene, is an organic compound with a fluorine atom at the 4-position and a nitro group at the beta position. It is a versatile intermediate in the synthesis of various chemical compounds and has found applications in different industries due to its unique structural properties.
Uses
Used in Pharmaceutical Industry:
Trans-4-fluoro-beta-nitrostyrene is used as a key intermediate in the enantioselective synthesis of cyclohexenol derivatives. These derivatives are important building blocks for the development of pharmaceutical compounds, particularly those targeting various diseases and conditions. The enantioselective synthesis allows for the creation of chiral molecules with specific configurations, which can have significant implications for the efficacy and safety of the resulting drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, trans-4-fluoro-beta-nitrostyrene serves as a valuable precursor for the production of various organic compounds. Its unique structure allows for a range of reactions, including addition, substitution, and rearrangement, making it a versatile component in the synthesis of complex molecules.
Used in Material Science:
The unique properties of trans-4-fluoro-beta-nitrostyrene also make it a candidate for the development of new materials with specific characteristics. For example, its fluorine-containing structure may contribute to enhanced chemical stability, thermal resistance, or other desirable properties in the resulting materials.
Check Digit Verification of cas no
The CAS Registry Mumber 5153-69-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,5 and 3 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5153-69:
(6*5)+(5*1)+(4*5)+(3*3)+(2*6)+(1*9)=85
85 % 10 = 5
So 5153-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6FNO2/c9-8-3-1-7(2-4-8)5-6-10(11)12/h1-6H/b6-5+
5153-69-5Relevant articles and documents
Metal-free Synthesis of β-Nitrostyrenes via DDQ-Catalyzed Nitration
Min, Sun-Joon,Park, Sangwoon,Yoon, Seungri
, p. 525 - 528 (2021/02/22)
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Rationalizing the Unprecedented Stereochemistry of an Enzymatic Nitrile Synthesis through a Combined Computational and Experimental Approach
Yavuzer, Hilmi,Asano, Yasuhisa,Gr?ger, Harald
supporting information, p. 19162 - 19168 (2021/07/26)
In this contribution, the unique and unprecedented stereochemical phenomenon of an aldoxime dehydratase-catalyzed enantioselective dehydration of racemic E- and Z-aldoximes with selective formation of both enantiomeric forms of a chiral nitrile is rationalized by means of molecular modelling, comprising in silico mutations and docking studies. This theoretical investigation gave detailed insight into why with the same enzyme the use of racemic E- and Z-aldoximes leads to opposite forms of the chiral nitrile. The calculated mutants with a larger or smaller cavity in the active site were then prepared and used in biotransformations, showing the theoretically predicted decrease and increase of the enantioselectivities in these nitrile syntheses. This validated model also enabled the rational design of mutants with a smaller cavity, which gave superior enantioselectivities compared to the known wild-type enzyme, with excellent E-values of up to E>200 when the mutant OxdRE-Leu145Phe was utilized.
A noncovalent hybrid of [Pd(phen)(OAc)2] and st-DNA for the enantioselective hydroamination of β-nitrostyrene with methoxyamine
Pal, Mrityunjoy,Musib, Dulal,Pal, Maynak,Rana, Gopal,Bag, Gobinda,Dutta, Subrata,Roy, Mithun
supporting information, p. 5072 - 5076 (2021/06/21)
We developed a novel Pd-catalysed enantioselective synthesis of C-N bonds using the chiral scaffold of DNA. The non-covalently linked [Pd(phen)(OAc)2] with st-DNA catalysed the Markonicov hydroamination of β-nitrostyrene with methoxyamine for the first time with >75% enantiomeric excess (ee) in an aqueous buffer (pH 7.4) at room temperature.
