59239-46-2 Usage
Description
(E)-(4-nitrostyryl)boronic acid, with the molecular formula C8H8BNO4, is a boronic acid derivative featuring a nitro group and a styryl group. This chemical compound is known for its versatile applications in various fields due to its unique structural properties.
Uses
Used in Organic Synthesis:
(E)-(4-nitrostyryl)boronic acid is used as a reagent in the field of organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions. These reactions are crucial for the formation of carbon-carbon bonds, which are essential in constructing complex organic molecules and pharmaceutical compounds.
Used in Fluorescent Sensor and Dye Development:
In the development of fluorescent sensors and dyes, (E)-(4-nitrostyryl)boronic acid is utilized due to its ability to bind with diols and other Lewis bases. This property makes it a valuable component in creating sensors with high selectivity and sensitivity for detecting specific target molecules.
Used in Pharmaceutical and Medicinal Applications:
(E)-(4-nitrostyryl)boronic acid has been investigated for its potential use in the pharmaceutical and medicinal industry. It holds promise in the development of anti-cancer and anti-inflammatory agents, where its unique chemical structure could be leveraged to target specific biological pathways and mechanisms.
Check Digit Verification of cas no
The CAS Registry Mumber 59239-46-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,2,3 and 9 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 59239-46:
(7*5)+(6*9)+(5*2)+(4*3)+(3*9)+(2*4)+(1*6)=152
152 % 10 = 2
So 59239-46-2 is a valid CAS Registry Number.
59239-46-2Relevant articles and documents
Lithium bis(ethylenedioxyboryl)methide and its reactions with carbonyl compounds and with the chlorotriphenyl derivatives of germanium, tin and lead
Matteson, Donald S.,Jesthi, Pradipta K.
, p. 25 - 37 (2007/10/05)
Transesterification of tris(dimethoxyboryl)methane, HC[B(OCH3)2]3, with ethylene glycol yielded tris(ethylenedioxyboryl)methane (I), HC(BO2C2H4)3 which with methyllithium in THF at -70°C precipitated lithium bis(ethylenedioxyboryl)methide (II), Li+ HC(BO2C2H4)2-. Reaction of II with Ph3MCl, where M = Ge, Sn, or Pb, gave Ph3MCH(BO2C2H4)2. The analogous 1,3-propanediol ester, Li+HC(BO2C3H6)2-, yielded Ph3MCH(BO2C3H6)2. Treatment of Ph3SnCH(BO2C2H4)2 with MeLi followed by Ph3SnCl gave (Ph3Sn)2CHBO2C2H4, showing that one B and one Sn atom are sufficient to stabilize a carbanion. Reaction of II with aldehydes gave high yields of 1-alkene-1-boronic esters, RCHCHBO2C2H4, with unexpectedly high stereoselectivity, 90-100% trans by NMR analysis. Aqueous work-up of these boronic esters yielded the boronic acids, RCHCHB (OH)2, which crystallized as the pure trans isomers. Ketones react with II in an analogous manner. The reaction with acetophenone was not stereospecific. Functional group compatibility has been demonstrated in condensations of II with 1,3-dichloroacetone, cinnamaldehyde, p-nitrobenzaldehyde, and p-dimethylaminobenzaldehyde. The trans geometry of the major isomer of CH3CHCHBO2C2H4 was proved by B-butylation with butyllithium followed by rearrangement with iodine and base to form cis-2-heptene, a sequence of known stereochemistry, and analogous structure proofs were carried out with cis-CH3CHCHBO2C2H4 and trans-C6H5CHCHBO2C2H4.
