1104636-73-8 Usage
Description
Vinylboronic acid MIDA ester is a chemical compound belonging to the class of MIDA boronates. It is characterized by its ability to act as a stable boronic acid surrogate, enabling controlled, in situ slow-release of boronic acids under aqueous basic conditions. This unique property allows for the cross-coupling of classically challenging substrates, making it a valuable compound in various chemical reactions and applications.
Uses
Used in Chemical Synthesis:
Vinylboronic acid MIDA ester is used as a stable boronic acid surrogate for facilitating cross-coupling reactions with classically challenging substrates. Its controlled, in situ slow-release of boronic acids under aqueous basic conditions allows for more efficient and successful coupling reactions in chemical synthesis.
Used in Suzuki Cross-Coupling:
Vinylboronic acid MIDA ester is used as a key component in Suzuki cross-coupling reactions, a widely employed method for the formation of carbon-carbon bonds in organic chemistry. The use of MIDA boronates, such as Vinylboronic acid MIDA ester, enables the coupling of substrates that are typically difficult to achieve using traditional boronic acids, thus expanding the scope and applicability of Suzuki cross-coupling in various industries.
Used in Pharmaceutical Industry:
Vinylboronic acid MIDA ester can be used as a building block or intermediate in the synthesis of complex pharmaceutical compounds. Its ability to facilitate cross-coupling reactions with challenging substrates can lead to the development of novel drugs with improved properties, such as enhanced potency, selectivity, and bioavailability.
Used in Material Science:
In the field of material science, Vinylboronic acid MIDA ester can be utilized in the synthesis of advanced materials with specific properties, such as conductivity, magnetism, or optical activity. The controlled release of boronic acids during cross-coupling reactions can help in the development of materials with tailored characteristics for various applications, including electronics, sensors, and energy storage devices.
Used in Agrochemical Industry:
Vinylboronic acid MIDA ester can be employed in the development of new agrochemicals, such as pesticides and herbicides, with improved efficacy and selectivity. The ability to cross-couple challenging substrates can lead to the synthesis of novel active ingredients with reduced environmental impact and increased target specificity.
Check Digit Verification of cas no
The CAS Registry Mumber 1104636-73-8 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,0,4,6,3 and 6 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1104636-73:
(9*1)+(8*1)+(7*0)+(6*4)+(5*6)+(4*3)+(3*6)+(2*7)+(1*3)=118
118 % 10 = 8
So 1104636-73-8 is a valid CAS Registry Number.
1104636-73-8Relevant articles and documents
Organometallic chemistry of ethynyl boronic acid MIDA ester, HCCB(O2CCH2)2NMe
Hill, Anthony F.,Stewart, Craig D.,Ward, Jas S.
, p. 5713 - 5726 (2015)
The reactions of HCCBMIDA (BMIDA = B(O2CCH2)2NMe) with a range of ruthenium complexes afford the first isolated examples of σ-alkynyl, σ-alkenyl and vinylidene complexes bearing 4-coordinate boron substituents. Specifically, the reactions of HCCBMIDA with [RuH(S2CNR2)(CO)(PPh3)2] (R = Me, Et) and [Ru(CO)2(PPh3)3] afford the alkynyl complexes [Ru(CCBMIDA)(S2CNR2)(CO)(PPh3)2] and [RuH(CCBMIDA)(CO)2(PPh3)2], the latter being converted to [Ru(CCBMIDA)Cl(CO)2(PPh3)2] on treatment with chloroform. With [RuCl(dppe)2]PF6 the vinylidene salt [RuCl(CCHBMIDA)(dppe)2]PF6 is obtained, which reacts with Et3N to afford the neutral alkynyl derivative [Ru(CCBMIDA)Cl(dppe)2]. Hydrometallation of HCCBMIDA by [RuHCl(CO)(PPh3)3] affords the coordinatively unsaturated σ-alkenyl complex [RuCl(CHCHBMIDA)(CO)(PPh3)2] which in turn reacts with CO, CNC6H2Me3-2,4,6, [Et2NH2][S2CNEt2] or K[HB(pz)3] (pz = pyrazol-1-yl) to afford the coordinatively saturated complexes [Ru(CHCHBMIDA)Cl(CO)2(PPh3)2], [Ru(CHCHBMIDA)Cl(CO)(CNC6H2Me3)(PPh3)2], [Ru(CHCHBMIDA)(S2CNEt2)(CO)-(PPh3)2] and [Ru(CHCHBMIDA)(CO)(PPh3){HB(pz)3}]. In all cases, the transannular N→B dative bond is retained in the BMIDA substituent.
